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492-41-1

492-41-1 Structure

492-41-1 Structure
IdentificationMore
[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
Chemical PropertiesBack Directory
[Appearance]

white powder
[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)
[Fp ]

>230 °F
[storage temp. ]

2-8°C
[form ]

A solid
[pka]

9.958(at 10℃)
[Stability:]

Stable. Incompatible with strong oxidizing agents. May discolour on exposure to light.
[CAS DataBase Reference]

492-41-1(CAS DataBase Reference)
[NIST Chemistry Reference]

Phenylpropanolamine(492-41-1)
[EPA Substance Registry System]

492-41-1(EPA Substance)
Safety DataBack 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 InformationBack 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)
Spectrum DetailBack Directory
[Spectrum Detail]

L-(-)-Ephedrine(492-41-1)1HNMR
L-(-)-Ephedrine(492-41-1)Raman
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