| Identification | More | [Name]
CHLORPROPAMIDE | [CAS]
94-20-2 | [Synonyms]
1-(4-CHLOROPHENYLSULFONYL)-3-PROPYLUREA
1-[P-CHLOROBENZENESULFONYL]-3-PROPYLUREA
CHLOROPROPAMIDE
CHLORPROPAMIDE
1-((p-chloropenyl)sulfonyl)-3-propyl-ure
1-((p-chlorophenyl)sulfonyl)-3-propyl-ure
1-(p-Chlorophenylsulfonyl)-3-propylurea
1-Chloro-4-(([(propylamino)carbonyl]amino)sulfonyl)benzene
1-p-Chlorophenyl-3-(propylsulfonyl)urea
1-Propyl-3-(p-chlorobenzenesulfonyl)urea
4-Chloro-4-((propylamino)carbonyl)benzenesulfonamide
4-chloro-n-((propylamino)carbonyl)-benzenesulfonamid
4-chloro-n-[(propylamino)carbonyl]-benzenesulfonamid
4-chloro-n-[(propylamino)carbonyl]benzenesulfonamide
4-Chloro-N-[(propylamino)-carbonyl]benzenesulfonamide
4-Chloro-N-[(propylamino)carbonyl]benzene-sul-fonamide
Adiaben
Asucrol
Benzenesulfonamide, 4-chloro-N-[(propylamino)carbonyl]-
bioglumin | [EINECS(EC#)]
202-314-5 | [Molecular Formula]
C10H13ClN2O3S | [MDL Number]
MFCD00079004 | [Molecular Weight]
276.74 | [MOL File]
94-20-2.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystalline powder | [Melting point ]
128 °C | [Boiling point ]
302°C (rough estimate) | [density ]
1.3046 (rough estimate) | [refractive index ]
1.6300 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
neat | [pka]
pKa 4.8 (Uncertain) | [color ]
White to Light Yellow | [Stability:]
Stable. Combustible. | [Water Solubility ]
Soluble in ethanol (1:12), acetone (1:5), chloroform (1:9) and solutions of alkali hydroxides. Does not mix well with water. | [Merck ]
2186 | [CAS DataBase Reference]
94-20-2(CAS DataBase Reference) | [EPA Substance Registry System]
Chloropropamide (94-20-2) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R40:Limited evidence of a carcinogenic effect. | [Safety Statements ]
S22:Do not breathe dust .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
YS6650000
| [HS Code ]
29350090 | [Hazardous Substances Data]
94-20-2(Hazardous Substances Data) | [Toxicity]
LD50 i.p. in rats: 580 mg/kg (Goldenthal) |
| Hazard Information | Back Directory | [General Description]
White crystalline powder with a slight odor. | [Reactivity Profile]
A halogenated amide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). | [Air & Water Reactions]
Insoluble in water. | [Fire Hazard]
Flash point data for this chemical are not available; however, CHLOROPROPAMIDE is probably combustible. | [Chemical Properties]
white crystalline powder | [Originator]
Diabinese ,Pfizer, US,1958 | [Uses]
antidiabetic | [Uses]
Chlorpropamide is a sulfonylurea derivative. Chlorpropamide is a long acting hyopglycemic agent. Chlorpropamide is used in the treatment of diabetes metilus type 2. Chlorpropamide acts to increase the secretion of insulin and is not effective in patients who do not have pancreatic beta cell function. | [Uses]
For treatment of NIDDM in conjunction with diet and exercise. | [Definition]
ChEBI: An N-sulfonylurea that is urea in which a hydrogen attached to one of the nitrogens is substituted by 4-chlorobenzenesulfonyl group and a hydrogen attached to the other nitrogen is substituted by propyl group. Chlorpropamide is a hypogly
aemic agent used in the treatment of type 2 (non-insulin-dependent) diabetes mellitus not responding to dietary modification. | [Manufacturing Process]
A solution of 54 g (0.64 mol) of propyl isocyanate in 60 ml of anhydrous
dimethylformamide was added to a cold, well-stirred suspension of 81 g (0.42
mol) of dry p-chlorobenzenesulfonamide in 210 ml of anhydrous triethylamine
during the course of 20 to 30 minutes. The mildly exothermic reaction was
completed by allowing it to stand at room temperature for about 5 hours. The
reaction mixture was then slowly added to 3 liters of cold 20% acetic acid
during the course of about one hour, constant agitation being maintained
throughout the addition.
After the addition was complete, the desired product, which had crystallized
out, was filtered and washed well with about 2 liters of cold water. The crude
material was then dissolved in 1 liter of cold 5% sodium carbonate and the
resulting solution was immediately filtered from an insoluble gum. The product
was then reprecipitated, by slowly adding the filtrate to 3 liters of 20% acetic
acid. The precipitate, which is very nearly pure N-(p-chlorobenzenesulfonyl)-
N'-propylurea, was then dried and subsequently recrystallized from about 800
ml of benzene to give a 59% yield of pure product, MP 129.2 to 129.8°C. | [Brand name]
Diabinese
(Pfizer); Glucamide (Teva). | [Therapeutic Function]
Oral hypoglycemic | [Veterinary Drugs and Treatments]
While chlorpropamide could potentially be of benefit in the adjunctive
treatment of diabetes mellitus in small animals, its use has been
primarily for adjunctive therapy in diabetes insipidus in dogs and
cats. | [Purification Methods]
Crystallise the urea from aqueous EtOH. [Beilstein 11 IV 119.] |
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