Identification | More | [Name]
L-(-)-Ephedrine | [CAS]
492-41-1 | [Synonyms]
(1R,2S)-(-)-2-AMINO-1-PHENYL-1-PROPANOL (1R,2S)-2-AMINO-1-PHENYL-1-PROPANOL (1R,2S)-2-AMINO-1-PHENYLPROPAN-1-OL (-)-1R,2S-NOREPHEDRINE (1R,2S)-(-)-NOREPHEDRINE (1R,2S)-(-)-NOREPHEDRINE, L-(-)-NOREPHEDRINE (1R,2S)-(-)-PHENYLPROPANOLAMINE 2-AMINO-1-PHENYL-1-PROPANOL AURORA KA-7791 AURORA KA-7792 DL-NOREPHEDRINE L-(-)-NOREPHEDRINE NOREPHEDRINE, (-)-1R,2S- (-)-benzylalcoho (-)-norephedrin (-)-Norephedrine 1-Propanol, 2-amino-1-phenyl- alpha-(1-aminoethyl)-,(r-(r*,s*))-benzenemethano alpha-(1-aminoethyl)-,[theta-(theta,s)]-benzenemethano Benzenemethanol, alpha-(1-aminoethyl)-, [R-(R*,S*)]- | [EINECS(EC#)]
207-755-7 | [Molecular Formula]
C10H15NO | [MDL Number]
MFCD00066044 | [Molecular Weight]
165.23 | [MOL File]
492-41-1.mol |
Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [RTECS ]
RC2275000
| [F ]
3-8-10 | [Hazard Note ]
Harmful | [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. | [Toxicity]
LD50 orl-rat: 1538 mg/kg BCFAAI 109,132,70 |
Hazard Information | Back Directory | [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. | [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) |
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