ChemicalBook > CAS DataBase List > CHLORPROPAMIDE

CHLORPROPAMIDE

Product Name
CHLORPROPAMIDE
CAS No.
94-20-2
Chemical Name
CHLORPROPAMIDE
Synonyms
p607;P-607;u-3818;u-9818;Oradian;Adiaben;Asucrol;Catanil;Glisema;Meldian
CBNumber
CB8677954
Molecular Formula
C10H13ClN2O3S
Formula Weight
276.74
MOL File
94-20-2.mol
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CHLORPROPAMIDE Property

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)
pka
pKa 4.8 (Uncertain)
color 
White to Light Yellow
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 
14,2186
Stability:
Stable. Combustible.
CAS DataBase Reference
94-20-2(CAS DataBase Reference)
EPA Substance Registry System
Chloropropamide (94-20-2)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22-40
Safety Statements 
22-36
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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C1290
Product name
Chlorpropamide
Purity
≥97%
Packaging
25g
Price
$100
Updated
2024/03/01
Sigma-Aldrich
Product number
1126009
Product name
Chlorpropamide
Packaging
200mg
Price
$381
Updated
2024/03/01
TCI Chemical
Product number
C1220
Product name
1-(4-Chlorophenylsulfonyl)-3-propylurea
Purity
>99.0%(T)
Packaging
25g
Price
$63
Updated
2024/03/01
Alfa Aesar
Product number
J64110
Product name
Chlorpropamide
Packaging
25g
Price
$71.65
Updated
2024/03/01
Alfa Aesar
Product number
J64110
Product name
Chlorpropamide
Packaging
100g
Price
$235.65
Updated
2024/03/01
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CHLORPROPAMIDE Chemical Properties,Usage,Production

Chemical Properties

white crystalline powder

Originator

Diabinese ,Pfizer, US,1958

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

antidiabetic

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

General Description

Chlorpropamide is 4-chloro-N-[(propylamino)carbonyl]benzenesulfonamide; or 1-[(p-chlorophenyl)sulfonyl]-3-propylurea; or 1-(p-chlorobenzenesulfonyl)-3-propylurea(Diabinese, generic). The p-chlorophenyl moiety is quite resistantto P450-mediated hydroxylations; hence, blood levelsof the drug are sustained for a markedly long length of time,as aliphatic hydroxylation constitutes most of the clearance,and this happens relatively slowly. Although the -hydroxyland (ω–1)-hydroxyl metabolites (the latter formed in muchgreater portion) exert hypoglycemic potencies not much lessthan does the parent drug, elimination of these by conversion to the corresponding glucuronides occurs more rapidly thanhydroxylation of chlorpropamide, so blood levels of thesemetabolites remain low, and thus they probably do not makean appreciable contribution to the hypoglycemic action ofthis drug in clinical application. Removal of the entire propylside chain (oxidative N-dealkylation) also occurs to a significantextent (up to 20% of an orally administered dose), creatingthe inactive metabolite p-chlorobenzenesulfonylurea,about 10% of which degrades to the corresponding benzenesulfonamide.

General Description

Chlorpropamide, 1-[(p-chlorophenyl)-sulfonyl]-3-propylurea (Diabinese), is a white, crys-talline powder, practically insoluble in water, soluble in alcohol,and sparingly soluble in chloroform. It will form watersolublesalts in basic solutions. This drug is more resistant toconversion to inactive metabolites than is tolbutamide and, asa result, has a much longer duration of action. One studyshowed that about half of the drug is excreted as metabolites,with the principal one being hydroxylated in the 2-position ofthe propyl side chain.After control of the blood sugar level,the maintenance dose is usually on a once-a-day schedule.

General Description

White crystalline powder with a slight odor.

Air & Water Reactions

Insoluble in water.

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).

Fire Hazard

Flash point data for CHLORPROPAMIDE are not available; however, CHLORPROPAMIDE is probably combustible.

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.]

CHLORPROPAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from CHLORPROPAMIDE manufacturers

Hebei Mojin Biotechnology Co., Ltd
Product
CHLORPROPAMIDE 94-20-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-29
Hebei Guanlang Biotechnology Co,.LTD
Product
Chlorpropamide 94-20-2
Price
US $10.00/KG
Min. Order
1KG
Purity
99.9%
Supply Ability
100000kg
Release date
2021-06-11
Hebei Guanlang Biotechnology Co., Ltd.
Product
CHLORPROPAMIDE 94-20-2
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2021-09-08

94-20-2, CHLORPROPAMIDERelated Search:


  • n-(p-chlorobenzenesulfonyl)-n’-propylurea
  • N-(p-Chlorobenzenesulfonyl)-N'-propylurea
  • NCI-C01752
  • n-Propyl-N'-(p-chlorobenzenesulfonyl)urea
  • n-propyl-n’-(p-chlorobenzenesulfonyl)urea
  • n-propyl-n’-p-chlorphenylsulfonylcarbamide
  • n-Propyl-N'-p-chlorophenylsulfonylcarbamide
  • Oradian
  • p607
  • P-607
  • prodiaben
  • Stabinol
  • u-3818
  • Chloropropamide USP
  • CHLORPROPAMIDE USP
  • 1-(p-chlorobenzenesulfonyl)-3-propylure
  • CHLORPROPRAMIDE
  • 4-chloro-N-(propylcarbamoyl)benzenesulfonamide
  • Chlorpropamide (200 mg)
  • ChlorproMaMide
  • 1-(4-Chlorophenylsulfonyl)-3-propylurea , 99.0%(T)
  • u-9818
  • Urea, 1-[(p-chlorophenyl)sulfonyl]-3-propyl-
  • 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
  • Catanil
  • Chlorodiabina
  • Chloronase
  • Chlorpropamid
  • Clorpropamide
  • Diabaril
  • Diabechlor
  • Diabenal
  • Diabenese
  • Diabeneza
  • Diabetoral
  • Diabet-pages
  • diabexan
  • Diabinese
  • Diamel Ex