| Identification | Back Directory | [Name]
5-[2-(DIETHYLAMINO)ETHYL]-3-PHENYL-1,2,4-OXADIAZOLE CITRATE SALT | [CAS]
1949-20-8 | [Synonyms]
AF-438 citrate
OxolaminCitrate
SKF-9976 citrate
CITRATE OXOLAMINE
CITRATO OXOLAMINA
OXOLAMINE CITRATE
Oxolamine Citric Acid
OXOLAMINE CITRATE SALT
Oxolamine citrate (SKF-9976
oxolamine dihydrogen citrate
5-beta-diethylaminoethyl-3-phenyl-1,2,4-oxadiazolecitrate
2,4-oxadiazole,5-(2-(diethylamino)ethyl)-3-phenyl-citrate
5-[2-(DIETHYLAMINO)ETHYL]-3-PHENYL-1,2,4-OXADIAZOLE CITRATE
3-phenyl-5-(beta-(diethylamino)ethyl)-1,2,4-oxadiazolecitrate
5-[2-(DIETHYLAMINO)ETHYL]-3-PHENYL-1,2,4-OXADIAZOLE CITRATE SALT
Oxolamine Citric AcidQ: What is
Oxolamine Citric Acid Q: What is the CAS Number of
Oxolamine Citric Acid Q: What is the storage condition of
Oxolamine Citric Acid Q: What are the applications of
Oxolamine Citric Acid | [EINECS(EC#)]
217-760-6 | [Molecular Formula]
C20H27N3O8 | [MDL Number]
MFCD00083457 | [MOL File]
1949-20-8.mol | [Molecular Weight]
437.44 |
| Chemical Properties | Back Directory | [Melting point ]
141-142 °C | [storage temp. ]
2-8°C
| [solubility ]
DMSO (Slightly), Methanol (Slightly, Heated) | [form ]
Solid | [color ]
Crystals. Sltly sol in water and alc | [InChI]
1S/C14H19N3O.C6H8O7/c1-3-17(4-2)11-10-13-15-14(16-18-13)12-8-6-5-7-9-12;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-9H,3-4,10-11H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12) | [InChIKey]
RBZIGQJSMCOHSS-UHFFFAOYSA-N | [SMILES]
OC(=O)CC(O)(CC(O)=O)C(O)=O.CCN(CC)CCc1nc(no1)-c2ccccc2 |
| Hazard Information | Back Directory | [Uses]
Antiinflammatory | [Originator]
Bredon,Organon | [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 Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22 | [Safety Statements ]
36 | [WGK Germany ]
3
| [RTECS ]
RO0720000
| [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral | [Safety Profile]
Poison by intraperitoneal route. Moderately toxic by ingestion. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental carcinogenic data. When heated to decomposition it emits toxic fumes of NOx. See also AMINES and other oxolamhe entries | [Toxicity]
TDLo orl-rat: 15 g/kg/1Y-I:CAR EMPSAL 2,1,63 orl-rat LD50:1650 mg/kg BJPCAL 16,209,61 |
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