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Cas Database |
| Name |
Chloropropamide |
EINECS | 202-314-5 |
| CAS No. | 94-20-2 | Density | 1.334 g/cm3 |
| PSA | 83.65000 | LogP | 3.60050 |
| Solubility | Insoluble in water | Melting Point |
128 °C |
| Formula | C10H13ClN2O3S | Boiling Point | 302°C (rough estimate) |
| Molecular Weight | 276.744 | Flash Point | N/A |
| Transport Information | N/A | 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; |
Article Data | 44 |
Chloropropamide Synthetic route
| 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% |
| Conditions | Yield |
|---|---|
| With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile Reflux; Green chemistry; | 85% |
| Conditions | Yield |
|---|---|
| With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 110℃; for 4h; Substitution; | 75% |
| Conditions | Yield |
|---|---|
| In water; N,N-dimethyl-formamide | 46% |
| Conditions | Yield |
|---|---|
| With propylamine In water; N,N-dimethyl-formamide |
- 94-20-2
chlorpropamide
| 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 | 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 | Yield |
|---|---|
| With pyridine for 0.0833333h; | A 27% B 83% |
- 94-20-2
chlorpropamide
| Conditions | Yield |
|---|---|
| With pyridine; p-toluenesulfonyl chloride Heating; | 81% |
| 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% |
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−, NOx, and SOx.Safety information of Chlorpropamide (CAS NO.94-20-2):
Hazard Codes 
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 (NOx).
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