[AJPSci.]
Asian J. Res. Pharm. Sci. 2013; Vol. 3: Issue 4, Oct.-Dec. Pg 170-177
ISSN- 2231–5640 (Print)
ISSN- 2231–5659 (Online)
www.asianpharmaonline.org
REVIEW ARTICLE
An Overview on Versatile Molecule: 1,3- Thiazines
Srikanth Jupudi1*, Padmini K.1, Jaya Preethi P.1, Deepak Bharadwaj P.V.P.2, Vengal Rao P.2
1
Department of Pharmaceutical Chemistry, Sree Vidyanikethan College of Pharmacy, A. Rangampet, Tirupati,
Andhra Pradesh, India
2
Department of Pharmacology, Sree Vidyanikethan College of Pharmacy, A. Rangampet, Tirupati, Andhra
Pradesh, India
*Corresponding Author E-mail: srikanthjupudi@gmail.com
ABSTRACT:
1,3-Thiazines are six membered heterocyclic rings with N-C-S linkage which have promising pharmacological
activities which have drawn the attention of scientists. It is present in the fused form with β-lactam ring in major class
of antibiotics like cephalosporins which shows the prevalence of 1,3-thiazines.The current review focuses the
significance of 1,3-thiazine derivatives as potential pharmacological moiety and future of these derivatives in the field
of drug research. Some of the pharmacological activities are briefly summarized and the tables indicate the
compounds with their substituted functional groups.
KEYWORDS: 1,3-thiazines, N-C-S linkage, β-lactam ring, Cephalosporins, Drug research.
INTRODUCTION:
Thiazines are six member heterocycles that contain in their
structure a nitrogen atom and a sulfur atom. Thiazines are
very useful units in the fields of medicinal and
pharmaceutical chemistry and have been reported to exhibit
a variety of biological activities. 1, 3-thiazines are of great
importance because they form part of the framework of
cephalosporins (3, 6-dihydro-2H,1,3-thiazine) and also in
some other medicinally important compounds like Xylazin
(agonist at the α2 class of adrenergic receptor is used for
sedation, anesthesia, muscle relaxation, and analgesia in
animals), Chlormezanone (used as an anxiolytic and a
muscle relaxant) etc. They exhibit various pharmacological
activities like Antitumor, Anti-Inflammatory, Analgesic,
Fungicidal,
Antimicrobial,
Circulatory
Activities,
Insecticidal and Herbicidal agents.
Antimicrobial Activity
M.M. Rathore et al. synthesized new bromo substituted 1,3
thiazines by the condensation of 2-hydroxy -3-bromo- 5chlorochalcones with thiourea, phenylthiourea &
diphenylthiourea in ethanol containing aqueous KOH
solution. The newly synthesized titled compouds have been
analysed on the basis of their analytical data, molecular
weight determination study and UV, IR & NMR spectral
results.They were screened for their antibacterial activity
against against some gram positive bacteria viz. S. aureus
and B. subtilus and gram negative bacteria viz. E.Coli and
P. aerugiuosa species at conc. of 1000 µm. Gentamycin is
used as a standard. 1
Ram S. Ganorkar et al. synthesized new bromo/nitro 1,3thiazenes by refluxing the mixture of 2-Hydroxy-3bromo/nitro -5-chlorochalcone and phenylthiourea in
alcohol and aq.KOH medium. The newly synthesized 1, 3thiazenes were characterized on the basis of elemental
analysis and spectroscopic data of IR, NMR. All
compounds have been evaluated for their in vitro growth of
inhibitory activity against Escherichia coli, Staphylococcus
aureus , Bacillus subtilis and Phaseolus argenosa. Almost
all the compounds have shown remarkable inhibitory
activity against all the test pathogens.2
Received on 01.10.2013
Accepted on 25.11.2013
© Asian Pharma Press All Right Reserved
Asian J. Res. Pharm. Sci. 2013; Vol. 3: Issue 4, Pg 170-177
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Asian J. Res. Pharm. Sci. 2013; Vol. 3: Issue 4, Oct.-Dec. Pg 170-177
Br
OH
H
N
NH
Cl
4 a,4 b ,4 c
S
N H 2 C SN H 2
aq . K O H
Br
Br
R
OH
OH
Ph N H C SN H 2
aq . K O H
Cl
H
N
NPh
Cl
CH
S
HC
5 a,5 b ,5 c
R
Br
Ph N H C SN H P h
aq . K O H
R
OH
Ph
N
NPh
Cl
S
6 a,6 b ,6 c
R
2-bromo-4-chloro-6-(3,6-dihydro-6-substituted-3-phenyl-2-(phenylimino)-2H-1,3-thiazin-4-yl)phenol derivatives
R= -C6H5, -CH=CH-CH3, -(CH2)3-CH3
a=benzaldehyde, b= crotanaldehyde, c= valeraldehyde
activity increases in the same order for all tested gram
positive and gram negative bacteria.3
4-(2-hydroxy substituted phenyl)-5-benzoyl -6-(3,4disubstituted phenyl)-2-imino-6-H-2,3-dihydro-1,3-thiazine
derivatives
II a and II b
A= Br/NO2
4-(2-hydroxy-3-bromo/nitro-5-chlorophenyl)-6-(1’propene)-2-iminophenyl-3,6- dihydro-1, 3-thiazine
Farooque Haider Zulfequar Haider synthesized 4-(2hydroxy phenyl)-5-benzoyl-6-pheyl or 6-(4-alkoxy pheny)l
or 6-( 4-dimethyl amino phenyl )-2-imino -6-H- 2,3dihydro 1,3- thiazine (4a,4a’,4a’’,4a’’’) from 2hydroxyacetophenone and 4-(2-hydroxy -5-methyl phenyl)5-benzoyl-6- phenyl-2-imino-6H- 2,3 dihydro-1,3-thiazine
and respected derivatives (4b,4b’,4b’’,4b’’’) from 2hydroxy- 5- methyl acetophenone with thiourea. All these
compounds were evaluated for Anti microbial activity
against gram positive bacteria S. aureus and S. subtilus and
gram negative becteria E.coli and P. aeruginosa. With
increase in number of hetero atoms the antimicrobial
Table No:1
S.no
Cpd. Code
1
4a
2
4a’
3
4a’’
4
4a’’’
5
4b
6
4b’
7
4b’’
8
4b’’’
R1
H
H
H
H
CH3
CH3
CH3
CH3
R2
H
OCH3
OCH3
N(CH3)2
H
OCH3
OCH3
N(CH3)2
R3
H
H
OCH3
H
H
H
OCH3
H
Hayam h. Sayed et al. synthesized pyrimido[2,1-b]1,3thiazine derivatives
by cyclizing 4,6-Diamino-1Hpyrimidine-2-thione. These compounds have been tested for
their activity againest E. coli, S. aureus, M. phlei, B.
subtilis, C. albicans, A. niger. Biological evaluation have
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Asian J. Res. Pharm. Sci. 2013; Vol. 3: Issue 4, Oct.-Dec. Pg 170-177
shown that 6b and 7b were slightly active against the tested Tarik El‐Sayed Ali et al. synthesized Some new
microorganisms.4
sulfur‐nitrogen heterocyclic systems 1, 3‐thiazines
H
incorporating acridine and 1, 2, 3, 4‐tetrahydroacridine.
C
Ar
N
Structures of the new compound was established by
elemental analyses and spectral data. The synthesized
compound was evaluated in vitro for their antibacterial
N
activities against Staphylococcus aureus (ATCC 25923) and
Streptococcus pyogenes (ATCC 19615) as examples of
N
N
S
Gram positive bacteria and Pseudomonas fluorescens (S 97)
O
HC
and Pseudomonas phaseolicola (GSPB 2828) as examples
6a Ar =-C6H 5
of
Gram negative bacteria. It was also evaluated in vitro for
Ar
6b Ar =p-C6H4-Cl
their antifungal activities against the Fusarium oxysporum
6,8-bis-(substituted
benzylidene-amino)-3,4,6- and Aspergillus fumigatus fungal strains. Agar‐diffusion
trihydropyrimido-[2,1-b][1,3]-thiazin-2-one
technique was used. Cephalothin, Chloramphenicol and
Cycloheximide were used as reference drugs for Gram
H
positive bacteria, Gram negative bacteria and fungi
C
Ar
N
respectively. The compound have shown near activity as the
H
reference.6
C
N
N
Cl
N
N
S
O
HC
Ar
N
7a Ar =-C6H5
7b Ar =p-C6H4-Cl
N
CN
N
6,8-bis-(substituted
benzylidene-amino)-3-(4chlorobenzylidene)-4,6-dihydropyrimido[2,1-b][1,3]thiazin-2-one
N
S
CH
Ibadur R siddique et al. synthesized 4,4-bis(4,7-diaryl2,3,4,5,7-pentahydrothiazolo(4,5-d)(1,3)-thiazine-2,5dithion-3-yl) bibenzyls (4a-j) derivatives in one pot
involving Knoevenagel condensation followed by Michael
Addition. They were screened for Antifungal Activity
againest Fusarium oxysporum, penicillium citrinum
comparing with grisieofulvin and dathane M-45 as
standards. 4c, 4e, 4i, 4j have shown best antifungal
activity.5
4d
4e
C6H5
C6H5
C6H5
4F
4G
4H
C6H5
C6H5
4I
4J
C6H5
p.CH3OC6H4
m,p.(CH3O)2
C6H3
p.ClC6H4
p.NO2.C6H4
N
S. P. Rathod et al. reported the synthesis of two series of
compounds by reacting 2’-Hydroxy 3’, 5’-dichloro-4-ethyl
chalcone and 2’-hydroxy-3’, 5’-dichloro-4-hexylchalcone
with phenyl thiourea and diphenylthiourea giving 4-(2’hydroxy-3’5’-dichlorophenyl)-6-(ethyl)-2-iminophenyl-1,
3-thiazine (5a), 4-(2’-hydroxy-3’, 5’-dichlorophenyl)-6(ethyl)-2-iminophenyl-3-phenyl-1, 3-thiazene (6a) and 4(2’-hydroxy-3’,
5’-dicholoro
-phenyl)-6-hexyl-2iminophenyl-1, 3-thiazene (5b) and 4-(2’-hydroxy-3’, 5’dichlorophenyl)-6-(hexyl)-2-iminophenyl-3-phenyl-1,
3thiazene (6b).
The Antibacterial activities of these
compounds were studied againest gram positive and gramnegative pathogens like E .Coli, S. aureus, P. aeruginosa, S.
subtilus. gentamycine as a standard. Presence of phenolic
group and N, S hetero atoms increase the antibacterial
activity of compound from (5a-6a) and (5b-6b).7
Cl
R”
R’
C6H5
p.CH3OC6H4
m,p.(CH3O)2
C6H3
p.ClC6H4
p.NO2.C6H4
Compd
R’
4a
4b
4c
R”
Compd
4,4’-bis[4”,7”-diaryl-2”,3”,4”,5”,7”pentahydrothiazolo[4,5-d][1,3]-thiazine-2”,5”-dithion-3”yl] bibenzyls
3
R
Cl
p.CH3OC6H4
p.CH3OC6H4
p.CH3OC6H4
OH
N
S
R1
NPh
p.CH3OC6H4
p.CH3OC6H4
4-(2’-hydroxy-3’, 5’-dichlorophenyl)-6-substituted-2iminophenyl-3-substituted-1, 3-thiazene
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Asian J. Res. Pharm. Sci. 2013; Vol. 3: Issue 4, Oct.-Dec. Pg 170-177
Table No: 2
S.no
Compound Code
1
5a
2
5b
3
6a
4
6b
NH2
R
-CH2CH3
-CH2CH3
- (CH2)5-CH3
- (CH2)5-CH3
R1
H
-C6H5
H
-C6H5
N
R3
Varalakshmi Devi. K et al. reported synthesis of novel
chalcones which were prepared by the reaction of different
benzaldehydes with various acetophenones and subsequent
treatment with thiourea resulting in the formation of
corresponding thiazines. All the new compounds have been
characterized by IR, 1H NMR, MS and elemental analysis.
The compounds were screened for the antibacterial activity
againest cultures of two gram positive bacteria Bacillus
cereus, Staphylococcus aureus and two Gram negative
bacteria Escherichia coli and Proteus vulgaris using agar
well diffusion method. Penicillin and Streptomycin were
used as standard drugs. From the screened results, it is
observed that the presence of chloro group at the phenyl
ring increases the antibacterial activity. The activity is
maximum in a compound with methoxy group at 4th
position.8
Table No:3
S. no
1
2
3
4
5
6
7
8
9
10
Cpd. Name
1a
1b
1c
1d
1e
3a
3b
3c
3d
3e
R
H
H
H
H
H
CH3
CH3
CH3
CH3
CH3
A
H
H
H
-OCH3
-OCH3
H
H
H
-OCH3
-OCH3
b
H
Cl
-OCH3
-OCH3
-OCH3
H
Cl
-OCH3
-OCH3
-OCH3
S
R
R2
R1
2-Amino-4-substitutedphenyl-6-trisubstituted phenyl-1,3thiazine derivatives.
Anti-inflammatory Activity
Srikanth Jupudi et al. synthesized various 1, 3-Thiazine
derivatives were synthesized by reacting acetanilide
derivatives with substituted aryl aldehydes to give
chalcones (A & E) which are then cyclized by reacting with
thiosemicarbazide to give 2-hydrazinyl 1,3-thiazine
derivatives (B & F). The latter compounds were treated
with substituted aryl aldehydesor ketones to give 2arylidene hydrazinyl 1,3-thiazine derivatives (C & G).
These derivatives (C & G) were refluxed with Glycine in
ethanol / Vilsmeir-Hack reagent (DMF: PoCl3) giving 2substituted Imidazolidin-4-one 1, 3-Thiazine derivatives
(D1-4) and 2-substituted pyrazolyl 1, 3-Thiazine derivatives
(H1-4) respectively. All the derivatives were screened for
In-vitro Anti Inflammatory activity. It was revealed that all
compounds have shown dose dependent significant activity
when compared with standard drug Diclofenac Sodium.9
c
H
H
H
H
-OCH3
H
H
H
H
-OCH3
173
Cpd. Name
2a
2b
2c
2d
2e
R
Cl
Cl
Cl
Cl
Cl
a
H
H
H
-OCH3
-OCH3
b
H
Cl
-OCH3
-OCH3
-OCH3
c
H
H
H
H
-OCH3
Asian J. Res. Pharm. Sci. 2013; Vol. 3: Issue 4, Oct.-Dec. Pg 170-177
[AJPSci.]
Antimicrobial and Anti-Inflammatory
C. Sanjeeva Reddy et al. synthesized series of novel bischalcones
by the reaction of 5,5’-methylene-bissalicylaldehyde with various acetophenones, subsequent
treatment with thiourea or guanidine resulted to the
corresponding bis-thiazines or bispyrimidines. All the new
compounds have been characterized by IR, 1H NMR, MS
and elemental analysis. The Antibacterial, Antifungal and
Anti-inflammatory activities of the compounds have also
been evaluated. The compounds 4a-f were screened for
their antibacterial activity against human pathogenic
bacteria Escherichia coli, Staphylococcus aureus and
Bacillus subtilis. streptomycin/ neomycin was used as
antibacterial standard. The compound 4b is highly active
against all the three organisms. 4e is highly active against
E. coli, S. aureus and compound 4f is highly active against
E. coli, B. subtilis. The compound 4a is almost inactive
against all the three organisms. The antifungal activity was
compared with the known antibiotic fluconazole the
compound 4e is highly active against C. albicans.
Remaining compounds showed moderate activity.
Compounds (4b, 4c) were screened for their antiinflammatory activity using rat paw edema method.
Ibuprofen was used as standard anti-inflammatory drug.
These compounds showed 22.01, 42.02 % of inhibition
respectively, whereas standard ibuprofen showed 44% of
inhibition.10
and Anti-inflammatory activity by In-Vitro HRBC
Membrane Stabilization method taking Ibuprofen as
standard drug. Many of the compounds show comparable
activity with that of standard (Ampicillin and
Ketoconazole) and have highly significant activity when
compared with standard drug Ibuprofen.11
R2
S
NH2
R1
N
R
6-(3’,4’-disubstituted)derivatives
Table No:5
S.No
Cpd. Name
1
Ia
2
IIa
3
IIIa
2-amino-4-phenyl-1,3-thiazine
R1
-OCH3
H
H
R2
H
- Cl
- NO2
R
-C6H5
-C6H5
-C6H5
R.H.Udupi et al. synthesized chalcones comprising
diphenyl ether moiety by Claisen Schmidt condensation of
3-phenoxy benzaldehyde with substituted acetophenones.
The characterization of new compounds has been done by
means of IR, 1 H NMR and Mass spectral data and
elemental analysis. The Synthesized compounds screened
for antitubercular, antibacterial, antifungal and antiinflammatory activities.12
S
N
2-(2-Amino-4-substituted phenyl-6H-1,3-thiazin-6-yl)-4-[3(2-amino-4-phenyl-6H-1,3-thiazin-6-yl)-4-hydroxybenzyl]
phenol derivatives
R2
Table No:4
Sno.
1
2
3
4
5
6
Compound Name
4A
4B
4C
4D
4E
4F
R
H
4-OCH3
4-Cl
4-NO2
4-Br
2-Cl
O
R1
R. Kalirajan et al. reported synthesis of some novel
heterocyclic derivatives such as Thazines, Oxazines,
Isoxazoles and Pyrazoles from various Chalcones. The
synthesized compounds have been characterized by TLC,
Elemental analysis, IR and 1H.NMR Spectroscopy. The
synthesized compounds were subjected to antimicrobial
screening by cup plate method for zone of inhibition. The
Antibacterial activity was tested against various gram
positive (B. subtilis, S. aureus) and Gram negative bacteria
( E.coli, K. pneumonia) and anti fungal activity against
various fungal strains (C. albians, A. niger). They are
compared with standard drugs Ampicillin and Ketoconazole
Anti cancer Activity
Wei Wang synthesized series of novel multithioether
derivatives by the combining thiazoline and thiazine with
dibromides and their structures were characterized by IR,
1H NMR, MS and elemental analysis. The synthesized
derivatives were tested for antitumor activity. The in vitro
antitumor activities of the synthesized target compounds
were done against A-549 (human lung cancer cell) and
Bcap-37 (human breast cancer cell) which were evaluated
by the standard MTT assay. The data revealed that
compound 5g possessed higher anti- tumor activities.13
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Anti-diabetic Activity
Beauchamp, Benardeau, Hilpert, Wang et al. reported use
of aminodihydrothiazines as well as their pharmaceutically
acceptable salts and pharmaceutical compositions
containing them are used for the treatment or prevention of
diabetes, particularly type 2 diabetes by selective inhibition
of BACE2. 15
R2
1,2-Bis(4,5-Dihydro-1,3-thiazin-2-ylsulfanyl)alkanes
R1
HN
O
N
S
R3
NH2
Anti-Inflammatory, Analgesic and Ulcerogenic Activity
Vijay V. Dabholkar et al. reported synthesis of Series of
chalcones and 2-substituted guanidino-4-(2'-amino-5'substitued phenyl) mercapto-6-phenyl-1, 3-thiazine
derivatives. The following were studied by IR, NMR and
Mass spectroscopy. The new products showed Antiinflammatory, Analgesic and Ulcerogenic activities
comparable to that of Indomethacin and Acetylsalicylic acid
respectively. It was revealed that 4a, 4d, 4e and 4f showed
moderate anti-inflammatory activity 4d, 4e and 4f showed
good to excellent analgesic activity and all compounds have
shown mild ulcerogenic activity.16
NH2
N
S
HN
S
HN
NHR2
R1
2-(N-substituted)guanidino-4-(substituted- 2'aminophenyl)mercapto-6-phenyl-1, 3-thiazine derivatives
Asiye Meriç et al. synthesized 3,4-disubstituted-7,8- Table No:6
S. No.
dihydro-6H-imidazo[2,1- b] [1,3] thiazines. The structures
1
of imidazo[2,1-b][1,3]thiazine derivatives was confirmed
2
by
infrared
(IR), 1H-NMR,
and 13C-NMR.
The
3
cytotoxicities of the synthesized compounds on both of
4
noncancer (F2408) and cancer (5RP7) cells were measured
5
by
3-(4,5-dimethyl-thiazollyl-2)-2,5-diphenyltetrazolium
6
7
(MTT) assay. 14
8
175
Cpd. Name
4a
4b
4c
4d
4e
4f
4g
4h
R1
H
H
H
H
-CH3
-CH3
-CH3
-CH3
R2
H
-C6H5
P-OCH3-C6H4
P-Br-C6H4
H
-C6H5
P-OCH3-C6H4
P-Br-C6H4
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Asian J. Res. Pharm. Sci. 2013; Vol. 3: Issue 4, Oct.-Dec. Pg 170-177
Anti-Inflammatory and Immunotropic Activity
Zawisza T et al. reported study of Anti-inflammatory and
Immunosuppressive activity of a series of new derivatives
of tetrahydro [1,3]- thiazines which were obtained as a
result of condensation of some N, N1-derivatives of
thiocarbamide and malonyl dichlorides, depending on the
reaction conditions and chemical character of reagents.1,3thiazine derivatives, 5,5- diallyl -2- phenylimino-3- phenyl2, 3, 4, 5- tetrahydro- [1,3] -thiazine-4, 6-dione and 5,5diethyl-2-phenylimino-3-naphtyl-2, 3, 4, 5 -tetrahydro[1,3]- thiazine-4, 6-dione exhibited Anti-inflammatory
activity. The compounds also contained the immunotropic
component, either stimulatory or suppressive, Some
interdependence between chemical structure and biological
activity in the group of the investigated 1, 3-thiazines
derivatives was observed.17
S
O
S
NR
N-(3,4,4a,5,6,7-hexahydro-1H-pyrrolo[1,2-c][1,3]thiazin-1ylidene)-aryl(alkyl)amines
Tuberculostatic and Circulatory Activities
Foks H, Rudnicka W, Głowka M, Kaliszan R, Nasal
A, Damasiewicz B, Radwańska A, Petrusewicz J, Trzeciak
H, Okopień B, et al.synthesized a group of condensed
triazole-thiazine derivatives were obtained in reaction of
the corresponding 5-substituted 1,2,4-triazole-3-thiones
with epichlorohydrin in alkaline medium. The structure of
the compounds synthesized was confirmed by spectral and
roentgenographic methods. Tuberculostatic and circulatory
activities of the compounds were also studied. 19
N
Miscellaneous Activities
Sina I. Odejinmi, Rafael G. Rascon, Manshu Tang,
Hariprasad Vankayalapati and Kent Lai did structural
activity studies on Classic Galactosemia which is a rare
human disease associated with the accumulation of a toxic
level of galactose-1-phosphate (gal-1P) caused by the
inherited deficiency of galactose-1-phosphate uridyl
transferase (GALT) activity. To reduce the toxic level of
gal-1P in patients, identification is one by high-throughput
screening, over 200 small molecule GALK inhibitors. 4oxo-3,4-dihydro-2H-1,3-thiazine-5-carbonitrile
scaffold
have been selected for further structure activity relationship
characterization, lead optimization with regards to potency
and efficacy in order to reduce gal-1P accumulation in
patient cells.20
N
H2C
CH 2
CH
HC
N
O
H2C
H2C
5,5- diallyl -2- phenylimino-3- phenyl- 2, 3, 4, 5tetrahydro- [1,3] -thiazine-4, 6-dione
N
O
S
HN
N
C
O
N
O
S
4-oxo-3,4-dihydro-2H-1,3-thiazine-5-carbonitrile
5,5-diethyl-2-phenylimino-3-naphtyl-2, 3, 4, 5 -tetrahydro[1,3]- thiazine-4, 6-dione
Anti anxiety, Anti convulsant and Spontaneous motor
activity
Tadeusz s.jagodzinski et al. reported the reaction of 2-(βhydroxyethyl)-pyrrolidine with isothiocyanates giving rise
to thiourea derivatives which are cyclized on refluxing in
hydrobromic acid to yield N-(3, 4, 4a, 5, 6, 7- hexahydro1H- pyrrolo [1, 2-c] [1,3] thiazin-1-ylidene)-aryl (alkyl)
amines. Compounds were screened for Antianxiety,
Anticonvulsant and Spontaneous motor activities.18
V. J. Hushare et al. synthesized three series of compounds
by reacting 2-Hydroxy-3,5-dichloro acetophenone with
three
aldehydes
like
chlorobenzaldehyde,
Nitrobenzaldehyde and butyraldehyde giving three
compounds where they are reacted with Thiourea,
Phenylthiourea and Diphenyl thiourea giving three series of
compounds. Like 4-(2-hydroxy-3,5-dichlorophenyl)-6-(4chlorophenyl)-2-imino-3,6- dihydro-1,3-thiazine (4a), 4-(2hydroxy-3,5-dichlorophenyl)-6-(4-chlorophenyl)-2-imino
phenyl -3,6-dihydro- 1,3-thiazine (5a) and 4-(2-hydroxy3,5-dichlorophenyl)-6-(4-chlorophenyl)-2-iminophenyl-6hydro-3-phenyl- 1,3-thiazine (6a). Growth promoting
activity on some flowering plants viz. Papaver rhoeas,
Dianthus chinensis, Candy tuft, Calendula officinalise,
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Asian J. Res. Pharm. Sci. 2013; Vol. 3: Issue 4, Oct.-Dec. Pg 170-177
Gladiola tristis, Gaillardia is done. The experimental set up 9.
of the study was divided into I) Seed Treatment II) Field
Experiment When the comparison of morphological
characters was made between those of treated and control 10.
groups plants, it was interesting to note that all the plants
exhibited significant shoot growth, and considerable
increase in the number of leaves as compared to those of 11.
untreated ones.21
12.
13.
14.
15.
4-(2’-hydroxy-3’,5’-disubstituted)-6-(4’’-chlorophenyl)-2substitutedimino-3,6-dihydro-1,3-thiazines
16.
Where R= C6H5-NO2, C6H5-Cl, (CH2)3-CH3
1. For 4a,4b and 4c : R2=R3= H
2. For 5a,5b and 5c : R2= H, R3=C6H53. For 6a, 6b and 6c: R2=R3= C6H5-
17.
CONCLUSION:
1,3-thiazines are versatile molecules which require further 18.
research regarding synthesis and elucidation of mechanism
of action of different derivatives by conducting invivo & 19.
invitro studies and QSAR development studies to bring the
potential effects.
20.
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