50-98-6

Basic information

• Product Name: Ephedrine hydrochloride
• Synonyms: (-)-1R,2S-EPHEDRINE HCL;(1R,2S)-(-)-EPHEDRINE HYDROCHLORIDE;(1R,2S)-ALPHA-[1-(METHYLAMINO)ETHYL]BENZYL ALCOHOL HYDROCHLORIDE;(1R,2S)-(-)-2-METHYLAMINO-1-PHENYL-1-PROPANOL HYDROCHLORIDE;(1R,2S)-2-METHYLAMINO-1-PHENYL-1-PROPANOL HYDROCHLORIDE;(-)-2-METHYLAMINO-1-PHENYL-PROPANE-1-OL HYDROCHLORIDE;(-)-EPHEDRINE HYDROCHLORIDE;EPHEDRINE HYDROCHLORIDE
• CAS NO: 50-98-6
• Molecular Formula: C₁₀H₁₅NO*ClH
• Molecular Weight: 201.69
• EINECS: 200-074-6
• Product Categories: CONTAM
• Mol File: 50-98-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 216-220 °C(lit.)
• Boiling Point: 255 °C at 760 mmHg
• Flash Point: 85.6 °C
• Appearance: colourless crystals or white crystalline powder
• Vapor Pressure: 0.00865mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: Freely soluble in water, soluble in ethanol (96 per cent).
• Stability: Stable, but light sensitive. Incompatible with strong oxidizing agents, strong acids, alkalies.
• Merck: 13,3639
• CAS DataBase Reference: Ephedrine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Ephedrine hydrochloride(50-98-6)
• EPA Substance Registry System: Ephedrine hydrochloride(50-98-6)

Safety Data

• Hazard Codes: Xn,T,F
• Statements: 22-39/23/24/25-23/24/25-11
• Safety Statements: 22-23-25-45-36/37-16-7
• WGK Germany: 1
• RTECS: KB1750000
• Hazardous Substances Data: 50-98-6(Hazardous Substances Data)

Usage

Chemical Properties

colourless crystals or white crystalline powder

Uses

antidyskinetic

Safety Profile

Poison by ingestion, intraperitoneal, intravenous, subcutaneous, and intramuscular routes. Moderately toxic by parented route. Human systemic effects by intradermal route: local anesthetic. When heated to decomposition it emits very toxic fumes of HCl and NOx. See also EPHEDRINE.

Purification Methods

It crystallises from water. [Beilstein 13 H 254.]

InChI:InChI=1/C10H15NO.ClH/c1-8(11-2)10(12)9-6-4-3-5-7-9;/h3-8,10-12H,1-2H3;1H/t8-,10-;/m0./s1

Upstream product

• 120-36-5 2-(2,4-dichlorophenoxy)propionic acid 
• 299-42-3 ephedrine 
• 55253-39-9 (R)-1-hydroxy-1-phenylpropan-2-one oxime 
• 93-55-0 1-phenyl-propan-1-one 
• 119-51-7 1-phenyl-1,2-propanedione 2-oxime 
• 1798-60-3 (R)-1-hydroxy-1-phenyl-2-propanone 
• 74-89-5 methylamine 
• 94133-42-3 (+)-Chloroephedine hydrochloride 
• 150197-74-3 (3S,6S)-6-((2S,4S,5R)-3,4-Dimethyl-5-phenyl-oxazolidin-2-yl)-3-methyl-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester 
• 150085-14-6 (E,E,2S,4S,5R)-3,4-dimethyl-2-(penta-1,3-dien-1-yl)-5-phenyloxazolidine 
• 150085-16-8 (3S,4S,5S,6S,2'S,4'S,5'R)-2-benzyloxycarbonyl-4,5-dihydroxy-6-(3,4-dimethyl-5-phenyloxazolidin-2-yl)-3-methyl-3,4,5,6-tetrahydro-1,2-oxazine 
• 76-01-7 pentachloroethane 
• 67-66-3 chloroform 
• 56-23-5 tetrachloromethane 

Downstream Products

• 1630-34-8 acetic acid-((1S,2S)-2-methylamino-1-phenyl-propyl ester); hydrochloride 
• 14383-62-1 acetic acid-((1R,2S)-2-methylamino-1-phenyl-propylester); hydrochloride 
• 1630-34-8 acetic acid-((1RS,2RS)-2-methylamino-1-phenyl-propylester); hydrochloride 
• 51018-29-2 (4S)-2,2,3,4r-tetramethyl-5c-phenyl-oxazolidine 
• 61769-48-0 (4S)-2,3,4r-trimethyl-5c-phenyl-[1,3,2]oxazaphospholidine 2c-selenide 
• 57573-32-7 (2R,4S,5R)-(-)-2-chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine-2-thione 
• 57651-34-0 (2S,4S,5R)-2-chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine 2-sulfide 
• 66193-88-2 5-chloro-3,4,8,9-tetramethyl-2,7-diphenyl-1,6-dioxa-4,9-diaza-5λ⁵-phospha-spiro[4.4]nonane 
• 54750-13-9 (2S,4S,5R)-2-chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-one 
• 54750-12-8 (2R,4S,5R)-2-chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-one 
• 57573-31-6 (4S)-2,3,4r-trimethyl-5c-phenyl-[1,3,2]oxazaphospholidine 2c-sulfide 
• 57557-20-7 (2R,4S,5R)-2,3,4-trimethyl-5-phenyl-1,3,2-oxazaphospholidine-2-thione 
• 27270-80-0 (-)-Chloroephedine hydrochloride 
• 94133-42-3 (+)-Chloroephedine hydrochloride 

Relevant articles and documents

NOVEL PROCESS FOR THE PREPARATION OF R-PHENYLACETYLCARBINOL AND β-AMINOALCOHOLS

Disclosed herein is a process for the manufacture of (R)-phenylacetylcarbinol ((R)-PAC), (1R,2S). Ephedrine and its salts, (1R,2S)-norephedrine and its salts and 1-(Phenyl/Substituted phenyl)-2-(amino/alkylamino/dialklyamino) propan-1-ol and its salts, by enzymatic reduction of α-isonitrosopropiophenone (INP) and substituted α-isonitrosopropiophenone (substituted INP). The β-amino alcohols, produced by the process of present invention gives their corresponding diastereomers on Walden inversion. The present preparation process of (R)-PAC with (R)-PAC oxime as an intermediate has the advantage, that propiophenone as a key raw material which is easily available and has a low-price, operationally simple with high yield and a single process leading to the synthesis of several 1,2-aminoalcohol/ β- aminoalcohols active pharmaceutical ingredients. The design approach of the process is to reduce environmental impact of the product by comparing to the present manufacturing process.

An efficient synthesis of aziridines from ephedrines

The reaction of chlorodeoxyephedrine hydrochlorides with one, two, and three molar equivalents of base was studied. Isochlorodeoxypseudoepherines were identified and assigned by 1H and 13C NMR data as intermediate compounds in the formation of cis-aziridines. Erythro and threo ephedrinethylethers were isolated as new compounds and analyzed by spectroscopic data. In addition, the erythro isomer was studied by X-ray diffraction.

Method of resolving racemic mixtures

PCT No. PCT/EP96/04030 Sec. 371 Date Feb. 26, 1998 Sec. 102(e) Date Feb. 26, 1998 PCT Filed Sep. 13, 1996 PCT Pub. No. WO97/11927 PCT Pub. Date Apr. 3, 1997A process for resolving racemates of compounds of the formula I in which a, A, B, D, E, F, M, Q and R have the meanings given in the description is described. The process is carried in a manner known per se but using the optical antipodes of derivatives of phenoxypropionic acid. Also described are salts of deprenyl, ephedrine or tetrahydropapaverine with a phenoxypropionic acid of the formula in which U and T have the meaning stated in the description, and which result as intermediate in the racemate resolution.