Chloropropamide supplier

Name
CHLORPROPAMIDE
EINECS 202-314-5
CAS No. 94-20-2
Article Data44
CAS DataBase
Density 1.334 g/cm³
Solubility Insoluble in water
Melting Point 128 °C
Formula C₁₀H₁₃ClN₂O₃S
Boiling Point 302°C (rough estimate)
Molecular Weight 276.744
Flash Point
Transport Information
Appearance white crystalline powder
Safety 22-36
Risk Codes 20/21/22-40
Molecular Structure
Hazard Symbols Xn
Synonyms Urea,1-[(p-chlorophenyl)sulfonyl]-3-propyl- (8CI);1-(p-Chlorobenzenesulfonyl)-3-propylurea;1-Propyl-3-(p-chlorobenzenesulfonyl)urea;Adiaben;Asucrol;Catanil;Chloronase;Diabaril;Diabechlor;Diabenal;Diabenese;Diabeneza;Diabet-Pages;Diabetoral;Diabinese;Glisema;Meldian;Melitase;Millinese;N-(p-Chlorobenzenesulfonyl)-N'-propylurea;NSC 44634;NSC 626720;P 607;Stabinol;U 9818;
PSA 83.65000
LogP 3.60050

Synthetic route

: 110-78-1
Propyl isocyanate

: 98-64-6
4-Chlorobenzenesulfonamide

: 94-20-2
chlorpropamide

Conditions

Conditions	Yield
With copper(l) chloride In nitromethane at 20℃; for 2h; Milling;	92%
With boron trifluoride diethyl etherate In diethyl ether Ambient temperature;	67%

: 98-64-6
4-Chlorobenzenesulfonamide

: 14549-38-3
phenyl N-(n-propyl)carbamate

: 94-20-2
chlorpropamide

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile Reflux; Green chemistry;	85%

: 98-64-6
4-Chlorobenzenesulfonamide

: 39078-44-9
S-Methyl N-propyl(thiocarbamate)

: 94-20-2
chlorpropamide

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 110℃; for 4h; Substitution;	75%

: 2-chlorobenzene sulphonamide

: 6948-23-8
(2-hydroxy-ethyl)-carbamic acid propyl ester

: 94-20-2
chlorpropamide

Conditions

Conditions	Yield
In water; N,N-dimethyl-formamide	46%

: 96-49-1
[1,3]-dioxolan-2-one

: 98-64-6
4-Chlorobenzenesulfonamide

: 94-20-2
chlorpropamide

Conditions

Conditions	Yield
With propylamine In water; N,N-dimethyl-formamide

: 94-20-2
chlorpropamide

: C10H12(2)HClN2O3S

Conditions

Conditions	Yield
With Kerr's catalyst; deuterium In chlorobenzene at 120℃; for 1h; Reagent/catalyst; Temperature;	96%

: 94-20-2
chlorpropamide

: 407-25-0
trifluoroacetic anhydride

: 98922-57-7
4-Chloro-N-(2,2,2-trifluoro-acetyl)-benzenesulfonamide

Conditions

Conditions	Yield
In chloroform for 1.5h;	94%

: 94-20-2
chlorpropamide

: 108-24-7
acetic anhydride

A: 5331-48-6
n-propylacetamide

B: 55379-05-0
N-((4-chlorophenyl)sulfonyl)acetamide

Conditions

Conditions	Yield
With pyridine for 0.0833333h;	A 27% B 83%

...Expand

: 94-20-2
chlorpropamide

: N,N'-Bis-(4-chlorphenylsulfonyl)-N''-n-propylguanidin

Conditions

Conditions	Yield
With pyridine; p-toluenesulfonyl chloride Heating;	81%

: 94-20-2
chlorpropamide

: 1600-27-7
mercury(II) diacetate

: mercury bis{N-((propylamino)carbonyl)-4-chlorobenzenesulfonamide}

Conditions

Conditions	Yield
With KOH In ethanol byproducts: CH3COO(1-), H2O; addn. of suspension of Hg(CH3CO2)2 in ethanol to soln. of ligand and KOH, mixt.stirred for 20 min; pptn. on cooling to -10°C, filtered, washed (EtOH, Et2O), dried in vac., elem. anal.;	70%

: 94-20-2
chlorpropamide

: 543-90-8
cadmium(II) acetate

: potassium tris{N-((propylamino)carbonyl)-4-chlorobenzenesulfonamido}cadmate

Conditions

Conditions	Yield
With KOH In ethanol byproducts: CH3COOK, H2O; addn. of suspension of Cd(CH3CO2)2 in EtOH to ligand and KOH in EtOH, mixt. stirred for 3h, pptn.; concd., cooled to -10°C, crystn., filtered, washed (EtOH, Et2O), dried in vac., elem. anal.;	60%

: 94-20-2
chlorpropamide

: 108-24-7
acetic anhydride

: 55379-05-0
N-((4-chlorophenyl)sulfonyl)acetamide

Conditions

Conditions	Yield
With pyridine Ambient temperature;	54.8%

: 94-20-2
chlorpropamide

A: 98-64-6
4-Chlorobenzenesulfonamide

B: 99996-79-9
N,N'-Bis-propylcarbamoyl-biphenyl-disulfonamid-(4,4')

C: 98273-82-6
N-(p-chlorophenylsulfonyl)formamide

Conditions

Conditions	Yield
In methanol at 20℃; for 8h; Irradiation;	A 13% B 53% C 34%
In methanol at 20℃; for 8h; Mechanism; Irradiation; in vitro phototoxicity;	A 13% B 53% C 34%

...Expand

: 108-30-5
succinic acid anhydride

: 94-20-2
chlorpropamide

: N-4-Chlorphenylsulfonyl-N'-n-propyl-bernsteinsaeurediamid

Conditions

Conditions	Yield
With pyridine; dmap	52%

: 94-20-2
chlorpropamide

: silver nitrate

: potassium bis{N-((propylamino)carbonyl)-4-chlorobenzenesulfonamido}argentate

Conditions

Conditions	Yield
With KOH In ethanol; water addn. of EtOH/H2O (80:20) soln. of AgNO3 to soln. of ligand and KOH in EtOH, mixt. stirred for 30 min, pptn.; concd., cooled to 0°C, pptn., filtered, washed (EtOH/H2O and ether), dried in vac., elem. anal.;	45%

: 94-20-2
chlorpropamide

: 108-24-7
acetic anhydride

: N-acetyl-N-ethyl-4-chlorobenzenesulfonamide

Conditions

Conditions	Yield
With triethylamine at 130℃; for 20h;	40%

: 94-20-2
chlorpropamide

: 693-13-0
diisopropyl-carbodiimide

: N-(bis(isopropylamino)methylene)-4-chlorobenzenesulfonamide

Conditions

Conditions	Yield
With pyridine Heating;	35%

: 94-20-2
chlorpropamide

A: 627-06-5
n-propylurea

B: 623-12-1
4-chloromethoxybenzene

C: 2050-68-2
4,4'-dichlorobiphenyl

D: 108-90-7
chlorobenzene

E: 2051-62-9
4'-biphenyl chloride

F: 71-43-2
benzene

Conditions

Conditions	Yield
In methanol for 76h; Product distribution; Mechanism; Irradiation; λ=254 nm;	A 21.8% B n/a C 3.1% D 32.8% E n/a F n/a

...Expand

: 94-20-2
chlorpropamide

: 3-methyl-4-nitro-1-(trifluoromethoxy)-6-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-3-ium trifluoromethanesulfonate

: 4-chloro-N-(propylcarbamoyl)-3-(trifluoromethoxy)benzenesulfonamide

Conditions

Conditions	Yield
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate In acetonitrile at 23℃; for 16h; Sealed tube; Irradiation; regioselective reaction;	27%
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate In acetonitrile at 23℃; for 16h; Glovebox; Irradiation; Sealed tube; Inert atmosphere;	27%

: 94-20-2
chlorpropamide

: 538-75-0
dicyclohexyl-carbodiimide

: N-(bis(cyclohexylamino)methylene)-4-chlorobenzenesulfonamide

Conditions

Conditions	Yield
With pyridine Heating;	24%

: 94-20-2
chlorpropamide

: 110-78-1
Propyl isocyanate

Conditions

Conditions	Yield
With COCl2 In chlorobenzene at 130℃;

: 94-20-2
chlorpropamide

: 5769-15-3
4-Chlorophenylsulfonyl isocyanate

Conditions

Conditions	Yield
With COCl2 In chlorobenzene at 130℃;

: 94-20-2
chlorpropamide

: 106-95-6
allyl bromide

: 1-(3-propenyl)-1-[(4-chlorophenyl)sulfonyl]-3-n-propylurea

Conditions

Conditions	Yield
With sodium hydride 1.) dimethylacetamide, 20 min, 2.) dimethylacetamide, 20 h; Yield given. Multistep reaction;

Chloropropamide Chemical Properties

IUPAC Name: Chloropropamide
The MF of Chlorpropamide (CAS NO.94-20-2) is C₁₀H₁₃ClN₂O₃S.

The MW of Chlorpropamide (CAS NO.94-20-2) is 276.74.
Synonyms of Chlorpropamide (CAS NO.94-20-2): 1-(4-chlorophenyl)sulfonyl-3-propyl-urea ; 4-Chlor-N-(propylcarbamoyl)benzolsulfonamid ; Benzenesulfonamide, 4-chloro-N-((propylamino)carbonyl)- ; Oradian
Appearance: white crystalline powder
Stability: Stable. Combustible
Index of Refraction: 1.552
EINECS: 202-314-5
Density: 1.334 g/ml
Melting Point: 128 °C
Merck: 2186

Chloropropamide Uses

Chlorpropamide (CAS NO.94-20-2) is sulfonylurea oral hypoglycemic agents which mainly selectively act on the pancreatic islet-β-cells, promoting insulin secretion.Chlorpropamide has a relatively large side-effects, so the using of the drug are decreasing trend.

Chloropropamide Production

Chlorobenzene sulfonamide reacts with chlorobenzene sulfonyl amide,generating C urea sodium salt. Then hydrochloric acid, refined to derive. Another method is based on chlorobenzene sulfonamide, isopropyl isocyanate, triethylamine as raw materials.

Chloropropamide Toxicity Data With Reference

1.	sce-mus-orl 177 mg/kg	MUREAV Mutation Research. 77 (1980),349.
2.	sce-ham-ipr 7100 µg/kg	MUREAV Mutation Research. 77 (1980),349.
3.	orl-wmn TDLo:25 mg/kg/5D-I:BLD	DICPBB Drug Intelligence and Clinical Pharmacy. 18 (1984),981.
4.	orl-wmn TDLo:300 mg/kg:CNS	CTOXAO Clinical Toxicology. 11 (1977),13.
5.	orl-man TDLo:83 mg/kg/25D-I:GIT	AJGAAR American Journal of Gastroenterology. 80 (1985),381.
6.	orl-rat LD50:2150 mg/kg	FATOAO Farmakologiya i Toksikologiya (Moscow). 25 (1962),93.
7.	ipr-rat LD50:580 mg/kg	TXAPA9 Toxicology and Applied Pharmacology. 18 (1971),185.
8.	ivn-rat LD50:590 mg/kg	PMDCAY Progress in Medical Chemistry. 1 (1961),187.
9.	orl-mus LD50:1546 mg/kg	AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 153 (1965),379.
10.	ivn-mus LD50:500 mg/kg	PMDCAY Progress in Medical Chemistry. 1 (1961),187.

Chloropropamide Consensus Reports

NCI Carcinogenesis Bioassay (feed); No Evidence: mouse, rat NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-45 ,1978. . EPA Genetic Toxicology Program.

Chloropropamide Safety Profile

Moderately toxic by ingestion, intraperitoneal, and intravenous routes. Human systemic effects by ingestion: hemolysis with or without anemia, ulceration or bleeding from large intestine, cholestatic jaundice. Human teratogenic effects by ingestion: fetal death. Human reproductive effects by ingestion and possibly other routes: stillbirth, reduced viability and abnormal characteristics of newborn at birth. An experimental teratogen. Experimental reproductive effects. Mutation data reported. An antidiabetic agent. When heated to decomposition it emits very toxic fumes of Cl⁻, NO_x, and SO_x.Safety information of Chlorpropamide (CAS NO.94-20-2):
Hazard Codes Harmful Xn
Risk Statements
20/21/22 Harmful by inhalation, in contact with skin and if swallowed
40 Limited evidence of a carcinogenic effect
Safety Statements
22 Do not breathe dust
36 Wear suitable protective clothing
WGK Germany 3
RTECS YS6650000

Chloropropamide Specification

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 (NO_x).

Product Name

CHLORPROPAMIDE

Synthetic route

Chloropropamide Chemical Properties

Chloropropamide Uses

Chloropropamide Production

Chloropropamide Toxicity Data With Reference

Chloropropamide Consensus Reports

Chloropropamide Safety Profile

Chloropropamide Specification

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