L-(-)-Ephedrine
- CAS No.
- 492-41-1
- Chemical Name:
- L-(-)-Ephedrine
- Synonyms
- usafcs-6;Mydriatin;USAF cs-6;Propadrine;AURORA KA-7791;AURORA KA-7792;(-)-norephedrin;DL-NOREPHEDRINE;L-(-)-Ephedrine;(-)-benzylalcoho
- CBNumber:
- CB2159410
- Molecular Formula:
- C9H13NO
- Molecular Weight:
- 151.21
- MDL Number:
- MFCD00066044
- MOL File:
- 492-41-1.mol
| Melting point | 51-53 °C(lit.) |
|---|---|
| alpha | -41 º (c=7, 1M HCl) |
| Boiling point | 273.23°C (rough estimate) |
| Density | 1.0406 (rough estimate) |
| refractive index | 1.5380 (estimate) |
| Flash point | >230 °F |
| storage temp. | 2-8°C |
| pka | 9.958(at 10℃) |
| form | A solid |
| Stability | Stable. Incompatible with strong oxidizing agents. May discolour on exposure to light. |
| CAS DataBase Reference | 492-41-1(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 57B9YG5Y1E |
| NIST Chemistry Reference | Phenylpropanolamine(492-41-1) |
| EPA Substance Registry System | Benzenemethanol, .alpha.-[(1S)-1-aminoethyl]-, (.alpha.R)- (492-41-1) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 |
| Hazard Codes | Xn |
| Risk Statements | 22-36/37/38 |
| Safety Statements | 26 |
| WGK Germany | 3 |
| RTECS | RC2275000 |
| F | 3-8-10 |
| Hazard Note | Harmful |
| Toxicity | LD50 orl-rat: 1538 mg/kg BCFAAI 109,132,70 |
L-(-)-Ephedrine Chemical Properties,Uses,Production
Description
This alkaloid was first isolated by Kanao from the Chinese drug 'Ma-Huang'
(Ephedra sinica Stapf.) and later by Wolfes from E. helvetica C. A. Meyer and E.
distachya Linn. It forms a crystalline mass and has [α] 20
D - 14.56° (EtOH).
Several crystalline salts and derivatives are known: the hydrochloride has m.p.
171-2°C; [α] 20
D- 33.27° (H20); the sulphate dihydrate, m.p. 285-6°C (dry,
dec.); [α] 28
D- 31.99° (H20); the aurichloride, m.p. 188°C; platinichloride, m.p.
221°C (dec.); (-)-hydrogen tartrate, m.p. about 160° after sintering at 130°C;
oxalate, m.p. 245°C (dec.) and the p-nitrobenzoyl derivative, m.p. 175-6°C;
[α] 28
D- 49.58° (CHCI3).
The (+)-form has m.p. 52°C; [α] 27
D + 14.76° (EtOH), yielding a hydro_x0002_chloride, m.p. 171-2°C; [α] 27
D + 33.4° (EtOH); sulphate dihydrate, m.p. 285-
6°C (dry, dec.); [α] 27
D+ 31.51 0 C (H20); aurichloride, m.p. 188°C (dec.) and
platinichloride, m.p. 221.5°C (dec.). The (±)-form crystallizes as colourless
plates from Et20, m.p. 104-5°C and also furnishes a series of crystalline salts
and derivatives.
Chemical Properties
white powder
Uses
A metabolite of Phenmetrazine.
Definition
ChEBI: (-)-norephedrine is an amphetamine that is propylbenzene substituted by a hydroxy group at position 1 and by an amino group at position 2 (the 1R,2S-stereoisomer). It is a plant alkaloid. It has a role as a plant metabolite. It is a member of amphetamines and a phenethylamine alkaloid.
Safety Profile
A human poison by ingestion. Poison experimentally by intravenous, subcutaneous, and intraperitoneal routes. Moderately toxic by an unspecified route. Human systemic effects by ingestion: sleep, increased pulse rate without blood pressure decrease, and chronic pulmonary edema or congestion, convulsions, headache, and blood pressure elevation. Used in production of drugs of abuse. When heated to decomposition it emits toxic fumes of NOx.
References
Kanao., Ber., 63,95 (1930) Wolfes., Arch. Pharrn., 268,87 (1930) Hey., J. Chern. Soc., 1232 (1930) Akabori, Momotani., J. Chern. Soc., Japan, 64, 608 (1943) Hoover, Hass., J. Org. Chern., 12,506 (1947)
L-(-)-Ephedrine Preparation Products And Raw materials
Raw materials
Preparation Products
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