(-)-N-METHYLEPHEDRINE CAS 552-79-4

Introduction：Basic information about (-)-N-METHYLEPHEDRINE CAS 552-79-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

(-)-N-METHYLEPHEDRINE Basic information

• Product Name: (-)-N-METHYLEPHEDRINE
• Synonyms: (1R,2S)-(-)-N--Methylephedrine solution;METHYLESCULETIN, 4-(RG);(1R,2S)-3-Dimethylamino-1-phenyl-1-propanol;Benzenemethanol, α-[(1S)-1-(dimethylamino)ethyl]-, (αR)-;Benzenemethanol, α-[1-(dimethylamino)ethyl]-, [R-(R*,S*)]-;N-Methyl-L-ephedrine;(-)-1R,2S N-METHYLEPHEDRINE;(1R,2S)-(-)-N-METHYLEPHEDRINE
• CAS: 552-79-4
• MF: C11H17NO
• MW: 179.26
• EINECS: 209-022-7
• Product Categories: Pharmaceutical Raw Materials
• Mol File: 552-79-4.mol

(-)-N-METHYLEPHEDRINE Chemical Properties

• Melting point: 86-88 °C(lit.)
• Boiling point: 311.8°C (rough estimate)
• density: 1.0020 (rough estimate)
• refractive index: 1.5065 (estimate)
• Fp: 9℃
• storage temp.: Refrigerator (+4°C)
• pka: pKa 9.257(H2O,t =25,I=0.00) (Uncertain)
• form: Powder
• Sensitive: Moisture Sensitive
• Merck: 14,6068
• Major Application: forensics and toxicology
• InChI: 1S/C11H17NO/c1-9(12(2)3)11(13)10-7-5-4-6-8-10/h4-9,11,13H,1-3H3/t9-,11-/m0/s1
• InChIKey: FMCGSUUBYTWNDP-ONGXEEELSA-N
• SMILES: CC(C(O)c1ccccc1)N(C)C
• CAS DataBase Reference: 552-79-4(CAS DataBase Reference)

Safety Information

• Hazard Codes: Xi,T,F
• Risk Statements: 36/37/38-39/23/24/25-23/24/25-11
• Safety Statements: 26-36-45-36/37-16-7
• RIDADR: 1544
• WGK Germany: 3
• F: 3
• HazardClass: 6.1(b)
• PackingGroup: III
• Storage Class: 3 - Flammable liquids
• Hazard Classifications: Acute Tox. 3 Dermal Acute Tox. 3 Inhalation Acute Tox. 3 Oral Flam. Liq. 2 STOT SE 1

(-)-N-METHYLEPHEDRINE Usage And Synthesis

Description

The Chinese plant 'Ma-Huang' contains this alkaloid, first isolated by Smith.According to Read, the name 'Ma-Huang' is the name for various Ephedra speciesbut the material principally used in China is E. sinica Stapf. (Syn. E. j7avaPorter Smith, E. Mahuang Liu). It has subsequently been discovered in Europeanspecies, notably E. helvetica C. A. Meyer and E. distachya Linn. The alkaloidcrystallizes in stout, colourless needles and has [α]_D - 29.2° (MeOH). It yieldsseveral crystalline salts and derivatives: hydrochloride, m.p. 188-9°C; [α]²⁰_D -29.8° (H20); oxalate, m.p. 187°C; aurichloride, m.p. 128-9°C; picrate, m.p.144°C and the methiodide, m.p. 212-3°C; [α]_D - 21.8° (H20).

Chemical Properties

White crystals or adhering crystalline powder

Uses

adrenergic agonist, analeptic

Uses

Used in conjunction with LiAlH4 for chiral reductions

Definition

ChEBI: (1R,2S)-2-(dimethylamino)-1-phenyl-1-propanol is an alkylbenzene.

Purification Methods

N-Methylephedrine has been recrystallised from Et2O, pet ether, of aqueous EtOH or aqueous MeOH and has been distilled under reduced pressure. [Smith J Chem Soc 2056 1927, Tanaka & Sugawa Yakugaku Zasshi (J Pharm Soc Japan) 72 1548 1952 (Chem Abstr 47 8682 1953), Takamatsu Yakugaku Zasshi (J Pharm Soc Japan) 76 1227 1956, Chem Abstr 51 4304 1957.] The hydrochloride has m 192-193o and [] D (c 5,H2O)[Prelog & Hüfliger Helv Chim Acta 33 2021 1950].20+30o [Beilstein 13 IV 1884.]

References

Smith., J. Chern. Soc., 2056 (1927)
Smith., ibid, 51 (1928)
Smith., ibid, 2755 (1929)
Wolfes., Arch. Pharrn., 268,327 (1930)
Preparation:
Nagai., J. Pharrn. Soc., Japan, No. 120, 109 (1892)
Nagai, Kanao., ibid, 48, 145 (1928)

(-)-N-METHYLEPHEDRINE Preparation Products And Raw materials

• Raw materials: Pseudoephedrine-->EPHEDRINE HYDROCHLORIDE - * DRUG PRECURSOR-->Methanol-->Carbon dioxide-->Formaldehyde
• Preparation Products: Ephedrine