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Substance Name: Chlorpropamide [USP:INN:BAN:JAN]
RN: 94-20-2
UNII: WTM2C3IL2X
InChIKey: RKWGIWYCVPQPMF-UHFFFAOYSA-N
Note
- A sulfonylurea hypoglycemic agent used in the treatment of non-insulin-dependent diabetes mellitus not responding to dietary modification. (From Martindale, The Extra Pharmacopoeia, 30th ed, p277).
Molecular Formula
- C10-H13-Cl-N2-O3-S
Molecular Weight
- 276.7427
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Antidiabetic
- Drug / Therapeutic Agent
- Human Data
- Hypoglycemic Agents
- Mutation Data
- Reproductive Effect
- Tumor Data
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Names and Synonyms
Name of Substance
- Chloropropamide
- Chlorpropamide
- Chlorpropamide [USP:INN:BAN:JAN]
MeSH Heading
- Chlorpropamide
Synonyms
- 1-((p-Chlorophenyl)sulfonyl)-3-propylurea
- 1-(p-Chlorobenzenesulfonyl)-3-propylurea
- 1-(p-Chlorobenzensulfonyl)-3-propylurea
- 1-p-Chlorophenyl-3-(propylsulfonyl)urea
- 1-Propyl-3-(p-chlorobenzenesulfonyl)urea
- 4-11-00-00119 (Beilstein Handbook Reference)
- 4-Chloro-4-((propylamino)carbonyl)benzenesulfonamide
- 4-Chloro-N-((propylamino)carbonyl)benzenesulfonamide
- Adiaben
- Asucrol
- Benzenesulfonamide, 4-chloro-N-((propylamino)carbonyl)-
- Bioglumin
- BRN 2218363
- Catanil
- CCRIS 155
- Chlorodiabina
- Chloronase
- Chloropropamide
- Chlorpropamid
- Chlorpropamide
- Chlorpropamidum
- Chlorpropamidum [INN-Latin]
- Clorpropamid
- Clorpropamida
- Clorpropamida [INN-Spanish]
- Clorpropamide
- Clorpropamide [DCIT]
- Clorpropamide [Italian]
- Diabaril
- Diabechlor
- Diabenal
- Diabenese
- Diabeneza
- Diabet-pages
- Diabetoral
- Diabexan
- Diabinese
- Diamel Ex
- Dynalase
- EINECS 202-314-5
- Glisema
- Glucamide
- HSDB 2051
- Insogen
- Insulase
- Meldian
- Melitase
- Mellinese
- Millinese
- N-(4-Chlorophenylsulfonyl)-N'-propylurea
- N-(p-Chlorobenzenesulfonyl)-N'-propylurea
- N-Propyl-N'-(p-chlorobenzenesulfonyl)urea
- N-Propyl-N'-p-chlorphenylsulfonylcarbamide
- NCI-C01752
- NSC 44634
- NSC 626720
- Oradian
- P 607
- Prodiaben
- Stabinol
- U-3818
- U-9818
- UNII-WTM2C3IL2X
- Urea, 1-((p-chloropenyl)sulfonyl)-3-propyl-
Systematic Names
- Benzenesulfonamide, 4-chloro-N-((propylamino)carbonyl)-
- Chlorpropamide
- Urea, 1-((p-chlorophenyl)sulfonyl)-3-propyl-
Superlist Name
- Chlorpropamide
Registry Numbers
CAS Registry Number
- 94-20-2
FDA UNII
- WTM2C3IL2X
System Generated Number
- 0000094202
Structure Descriptors
InChI
InChI=1S/C10H13ClN2O3S/c1-2-7-12-10(14)13-17(15,16)9-5-3-8(11)4-6-9/h3-6H,2,7H2,1H3,(H2,12,13,14)InChIKey
RKWGIWYCVPQPMF-UHFFFAOYSA-NSmiles
CCCNC(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LD50 | intraperitoneal | 575mg/kg (575mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967. | |
dog | LD50 | oral | 800mg/kg (800mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967. | |
human | TDLo | oral | 300mg/kg/4W (300mg/kg) | JAMA, Journal of the American Medical Association. Vol. 238, Pg. 422, 1977. | |
human | TDLo | oral | 300mg/kg/4W (300mg/kg) | BLOOD: LEUKOPENIA BLOOD: GRANULOCYTOPENIA | JAMA, Journal of the American Medical Association. Vol. 238, Pg. 422, 1977. |
mammal (species unspecified) | LD50 | oral | 1039mg/kg (1039mg/kg) | Farmatsevtichnii Zhurnal Vol. (1), Pg. 51, 1985. | |
man | TDLo | oral | 14mg/kg (14mg/kg) | Journal of Analytical Toxicology. Vol. 5, Pg. 287, 1981. | |
man | TDLo | oral | 14mg/kg (14mg/kg) | CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP | Journal of Analytical Toxicology. Vol. 5, Pg. 287, 1981. |
man | TDLo | oral | 83mg/kg/25D-I (83mg/kg) | LIVER: "JAUNDICE, CHOLESTATIC" GASTROINTESTINAL: ULCERATION OR BLEEDING FROM LARGE INTESTINE | American Journal of Gastroenterology. Vol. 80, Pg. 381, 1985. |
mouse | LD50 | intraperitoneal | 409mg/kg (409mg/kg) | Toksikologicheskii Vestnik. Vol. (3), Pg. 36, 1995. | |
mouse | LD50 | intravenous | 500mg/kg (500mg/kg) | Progress in Medical Chemistry. Vol. 1, Pg. 187, 1961. | |
mouse | LD50 | oral | 1100mg/kg (1100mg/kg) | French Demande Patent Document. Vol. #2184511, | |
rat | LD50 | intraperitoneal | 580mg/kg (580mg/kg) | Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971. | |
rat | LD50 | intravenous | 590mg/kg (590mg/kg) | Progress in Medical Chemistry. Vol. 1, Pg. 187, 1961. | |
rat | LD50 | oral | 2150mg/kg (2150mg/kg) | Farmakologiya i Toksikologiya Vol. 25, Pg. 93, 1962. | |
women | TDLo | oral | 25mg/kg/5D-I (25mg/kg) | BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA | Drug Intelligence and Clinical Pharmacy. Vol. 18, Pg. 981, 1984. |
women | TDLo | oral | 42mg/kg/7D-I (42mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA BEHAVIORAL: GENERAL ANESTHETIC | Postgraduate Medical Journal. Vol. 57, Pg. 44, 1981. |
women | TDLo | oral | 60mg/kg (60mg/kg) | BEHAVIORAL: COMA ENDOCRINE: HYPOGLYCEMIA | Clinical Toxicology. Vol. 7, Pg. 19, 1974. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 128 | deg C | EXP | |
pKa Dissociation Constant | 5.13 | (none) | EXP | |
log P (octanol-water) | 2.27 | (none) | EXP | |
Water Solubility | 258 | mg/L | 37 | EXP |
Vapor Pressure | 3.74E-08 | mm Hg | 25 | EST |
Henry's Law Constant | 1.28E-10 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 8.32E-12 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.