CAS No.21187-98-4,Gliclazide Suppliers

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Basic Information

Molecular Structure:
CAS No.:	21187-98-4
Name:	Gliclazide
Article Data:	10

Formula:	C₁₅H₂₁N₃O₃S
Molecular Weight:	323.416
Synonyms:	Urea,1-(hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-3-(p-tolylsulfonyl)- (8CI);Cyclopenta[c]pyrrole, benzenesulfonamide deriv.;1-(Hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-3-(p-tolylsulfonyl)urea;Diabezidum;Diabyl;Diamicron;Diaprel;Glimicron;Glinormax;Glyzide;N-(4-Methylbenzenesulfonyl)-N'-[3-azabicyclo(3,3,0)oct-3-yl]urea;S1702;S 852;SE 1702;Benzenesulfonamide,N-[[(hexahydrocyclopenta[c]pyrrol-2(1H)-yl)amino]carbonyl]-4-methyl-;
EINECS:	244-260-5
Density:	1.35 g/cm³
Melting Point:	163-169 °C(lit.)
Solubility:	soluble in methylene chloride
Appearance:	white cyrstalline solid
Hazard Symbols:	Xn,Xi
Risk Codes:	21-36/38-46-62-63
Safety:	25-26-36/37-53
PSA:	86.89000
LogP:	3.43030

Synthetic route

: N-(hexahydrocyclopenta[c]pyrrole-2-(1H)-yl)aminocarbonyl chloride

: 70-55-3
toluene-4-sulfonamide

: 21187-98-4
gliclazide

Conditions

Conditions	Yield
With N,N-dimethyl-formamide In toluene for 2h; Reagent/catalyst; Reflux;	91.9%

: 58108-05-7
3-azabicyclo<3.3.0>oct-3-yl-amine monohydrochloride

: 1694-06-0
4-toluenesulfonylurea

: 21187-98-4
gliclazide

Conditions

Conditions	Yield
In toluene for 3h; Reflux;	86%

: phenyl hexahydrocyclopenta[c]pyrrol-2(1H)-yl carbamate

: 70-55-3
toluene-4-sulfonamide

: 21187-98-4
gliclazide

Conditions

Conditions	Yield
Stage #1: toluene-4-sulfonamide With potassium tert-butylate In dimethyl sulfoxide at 100℃; for 3h; Stage #2: phenyl hexahydrocyclopenta[c]pyrrol-2(1H)-yl carbamate In dimethyl sulfoxide at 25℃; for 2h; Reagent/catalyst; Solvent;	70%

: p-methoxyphenyl hexahydrocyclopenta[c]pyrrol-2(1H)-yl carbamate

: 70-55-3
toluene-4-sulfonamide

: 21187-98-4
gliclazide

Conditions

Conditions	Yield
Stage #1: toluene-4-sulfonamide With potassium tert-butylate In dimethyl sulfoxide at 100℃; for 3h; Stage #2: p-methoxyphenyl hexahydrocyclopenta[c]pyrrol-2(1H)-yl carbamate In dimethyl sulfoxide at 25℃; for 2h;	60%

: p-fluorophenyl hexahydrocyclopenta[c]pyrrol-2(1H)-yl carbamate

: 70-55-3
toluene-4-sulfonamide

: 21187-98-4
gliclazide

Conditions

Conditions	Yield
Stage #1: toluene-4-sulfonamide With potassium tert-butylate In dimethyl sulfoxide at 100℃; for 3h; Stage #2: p-fluorophenyl hexahydrocyclopenta[c]pyrrol-2(1H)-yl carbamate In dimethyl sulfoxide at 25℃; for 2h;	52%

: p-chlorophenyl hexahydrocyclopenta[c]pyrrol-2(1H)-yl carbamate

: 70-55-3
toluene-4-sulfonamide

: 21187-98-4
gliclazide

Conditions

Conditions	Yield
Stage #1: toluene-4-sulfonamide With potassium tert-butylate In dimethyl sulfoxide at 100℃; for 3h; Stage #2: p-chlorophenyl hexahydrocyclopenta[c]pyrrol-2(1H)-yl carbamate In dimethyl sulfoxide at 25℃; for 2h;	40%

: N-amino-1,2-cyclopentanedicarboximide

: 21187-98-4
gliclazide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetic acid; pyrographite; ruthenium(III) chloride trihydrate; hydrogen / water / 16 h / 140 °C / 60006 Torr / Autoclave 2: hydrogenchloride 3: toluene / 3 h / Reflux View Scheme
Multi-step reaction with 3 steps 1: acetic acid; hydrogen / 4 h / 80 °C / 15001.5 Torr / Autoclave 2: N,N-dimethyl-formamide / dichloromethane / 3 h / 50 °C / 4500.45 Torr / Autoclave; Inert atmosphere 3: N,N-dimethyl-formamide / toluene / 2 h / Reflux View Scheme

: N-[N-(hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-N'-hydroxycarbamimidoyl]-4-methylbenzenesulfonamide

: 21187-98-4
gliclazide

Conditions

Conditions	Yield
With Simulated Gastric Fluid at 37℃; for 2h; pH=1.2; Time;

: 54528-00-6
N-amino-aza-3-bicyclo<3.3.0>octane

: 21187-98-4
gliclazide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-heptane / 1 h / 0 - 25 °C 2.1: potassium tert-butylate / dimethyl sulfoxide / 3 h / 100 °C 2.2: 2 h / 25 °C View Scheme
Multi-step reaction with 2 steps 1.1: n-heptane / 1 h / 0 - 25 °C 2.1: potassium tert-butylate / dimethyl sulfoxide / 3 h / 100 °C 2.2: 2 h / 25 °C View Scheme
Multi-step reaction with 2 steps 1.1: n-heptane / 1 h / 0 - 25 °C 2.1: potassium tert-butylate / dimethyl sulfoxide / 3 h / 100 °C 2.2: 2 h / 25 °C View Scheme

: 21187-98-4
gliclazide

: copper dichloride

: C30H44CuN6O6S2

Conditions

Conditions	Yield
Reflux;	74%

Downstream Products

58108-05-7

70-55-3

Total:263 Page 1 of 7 1 2 3 4 5 6 …7 Next>>

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Chemistry

IUPAC Name: 1-(3,3a,4,5,6,6a-Hexahydro-1H-cyclopenta[c]pyrrol-2-yl)-3-(4-methylphenyl)sulfonylurea
Empirical Formula: C₁₅H₂₁N₃O₃S
Molecular Weight: 323.4105
Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NN2CC3CCCC3C2
InChI: InChI=1S/C15H21N3O3S/c1-11-5-7-14(8-6-11)22(20,21)17-15(19)16-18-9-12-3-2-4-13(12)10-18/h5-8,12-13H,2-4,9-10H2,1H3,(H2,16,17,19)
InChIKey: BOVGTQGAOIONJV-UHFFFAOYSA-N
EINECS: 244-260-5
Product Categories: Pharmaceutical; Active Pharmaceutical Ingredients; APIs; Intermediates & Fine Chemicals; Pharmaceuticals; API's; Potassium channel
Index of Refraction: 1.623
Molar Refractivity: 84.41 cm³
Molar Volume: 239.2 cm³
Surface Tension: 60.4 dyne/cm
Density: 1.35 g/cm³
Appearance: White Cyrstalline Solid
Melting Point: 163-169 °C(lit.)
solubility: methylene chloride: soluble
Classification Code of Gliclazide (CAS NO.21187-98-4): Drug / Therapeutic Agent; Human Data; Hypoglycemic agents; Reproductive Effect

Uses

Gliclazide is used for control of hyperglycemia in gliclazide-responsive diabetes mellitus of stable, mild, non-ketosis prone, maturity-onset or adult type. It is used when diabetes cannot be controlled by proper dietary management and exercise or when insulin therapy is not appropriate.

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	> 1gm/kg (1000mg/kg)		European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 17, Pg. 81, 1982.
mouse	LD50	intravenous	295mg/kg (295mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 2661, 1980.
mouse	LD50	oral	3gm/kg (3000mg/kg)		Indian Drugs. Vol. 15, Pg. 161, 1978.
mouse	LD50	subcutaneous	1034mg/kg (1034mg/kg)	SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 2661, 1980.
rat	LD50	intravenous	382mg/kg (382mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 2661, 1980.
rat	LD50	oral	3gm/kg (3000mg/kg)		Indian Drugs. Vol. 15, Pg. 161, 1978.
rat	LD50	subcutaneous	> 1gm/kg (1000mg/kg)		Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 2661, 1980.
women	TDLo	oral	9600ug/kg/24D (9.6mg/kg)	LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED	Internal Medicine. Vol. 33, Pg. 163, 1994.

Safety Profile

Hazard Codes: Harmful

Xn,

Xi
Risk Statements:21-36/38-46-62-63
R21:Harmful in contact with skin
R36/38:Irritating to eyes and skin
R46:May cause heritable genetic damage
R62:Possible risk of impaired fertility
R63:Possible risk of harm to the unborn child
Safety Statements:25-26-36/37-53
S25:Avoid contact with eyes
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37:Wear suitable protective clothing and gloves
S53:Avoid exposure - obtain special instruction before use
WGK Germany:2
RTECS:YT4500000

Specification

Gliclazide (CAS NO.21187-98-4), its Synonyms are 1-(3-Azabicyclo(3.3.0)oct-3-yl)-3-(p-tolylsulfonyl)urea ; 1-(Hexahydrocyclopenta(c)pyrrol-2(1H)-yl)-3-(p-tolylsulfonyl)urea ; Benzenesulfonamide, N-(((hexahydrocyclopenta(c)pyrrol-2(1H)-yl)amino)carbonyl)-4-methyl- ; Diamicron ; Glimicron ; N-(4-Methylbenzenesulfonyl)-N'-(3-azabicyclo(3.3.0)oct-3-yl)urea ; Nordialex .

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