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Oxolamine

CAS No.
959-14-8
Chemical Name:
Oxolamine
Synonyms
683M;683 M;Bredon;AF-438;OXOLAMINE;Ossolamina;BRN 0527181;Oxolamine (base and/or unspecified salts);5-[2-(diethylamino)ethyl]-3-phenyl-1,2,4-oxadiazole;1,2,4-OXADIAZOLE,5-(2-DIETHYLAMINO)ETHYL)-3-PHENYL-
CBNumber:
CB5491924
Molecular Formula:
C14H19N3O
Molecular Weight:
245.32
MDL Number:
MFCD00866857
MOL File:
959-14-8.mol
Last updated:2023-09-01 17:37:15

Oxolamine Properties

Melting point 25°C
Boiling point bp0.4 127°
Density 1.0516 (rough estimate)
refractive index 1.5310 (estimate)
pka 9.40±0.25(Predicted)
form Liquid
LogP 2.393
CAS DataBase Reference 959-14-8(CAS DataBase Reference)
FDA UNII 90BEA145GY
ATC code R05DB07

SAFETY

Risk and Safety Statements

Toxicity LD50 oral in rat: > 2gm/kg

Oxolamine Chemical Properties,Uses,Production

Originator

Bredon,Organon

Uses

Oxolamine is a antiinflammatory drug used as a cough suppressant.

Definition

ChEBI: N,N-diethyl-2-(3-phenyl-1,2,4-oxadiazol-5-yl)ethanamine is an oxadiazole and a ring assembly.

Manufacturing Process

18.7 g 3-chloro-propionyl chloride in 50 ml of dry ether was added dropwise with stirring to the cooled with ice solution 40 g of N-hydroxybenzamidine in 450 ml dry ester. A dense precipitate had fallen. The mixture was stirred 0.5 hour at room temperature and then was filtered off. The precipitate was thoroughly washed with water for a removal hydrochloride of starting Nhydroxybenzamidine whereas N-(amino)phenylmethylene-3-Cl-propionamide didnt solve. It was dried in vacuum over P2O5. Yield of clean product 94% from theoretical. MP: 98°-99°C. The solution of 9.2 g diethyl amine in 50 ml dry benzene was added dropwise to a suspension of above prepared N(amino)phenylmethylene-3-Cl-propionamide in dry benzene with stirring and cooling.
The mixture was warmed and stirred else 2 hours after adding. Then it was cooled, washed two times with water and dried over CaCl2. Then the solvent was removed. The residue was distilled in vacuum. Diethyl-[2-(3phenyl[1,2,4]oxadiasol-5)ethyl]amine (oxolamine) had BP: 127°C/0.4 mm. Yield 10.5 g.

Therapeutic Function

Antitussive, Antiinflammatory

Safety Profile

Moderately toxic by ingestion and subcutaneous routes. When heated to decomposition it emits toxic fumes of NOx.

53919-74-7
660-68-4
959-14-8
Synthesis of Oxolamine from 1,2,4-OXADIAZOLE, 5-(2-CHLOROETHYL)-3-PHENYL and Diethylamine hydrochloride
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View Lastest Price from Oxolamine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Oxolamine pictures 2023-09-01 Oxolamine
959-14-8
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Oxolamine pictures 2021-06-01 Oxolamine
959-14-8
US $1.00 / PCS 1KG 99% 10 mt Hebei Guanlang Biotechnology Co., Ltd.
  • Oxolamine pictures
  • Oxolamine
    959-14-8
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
  • Oxolamine pictures
  • Oxolamine
    959-14-8
  • US $1.00 / PCS
  • 99%
  • Hebei Guanlang Biotechnology Co., Ltd.
1,2,4-OXADIAZOLE,5-(2-DIETHYLAMINO)ETHYL)-3-PHENYL- Oxolamine (base and/or unspecified salts) 683 M 683M AF-438 OXOLAMINE 5-[2-(diethylamino)ethyl]-3-phenyl-1,2,4-oxadiazole 1,2,4-Oxadiazole-5-ethanamine, N,N-diethyl-3-phenyl- Bredon BRN 0527181 Ossolamina 959-14-8