42151-56-4

Basic information

• Product Name: (+)-N-METHYLEPHEDRINE
• Synonyms: (+)-N-METHYLEPHEDRINE;(+)-(1S,2R)-2-DIMETHYLAMINO-1-PHENYLPROPANOL;(1S,2R)-(+)-N-METHYLEPHEDRINE;(IS,2R)-d-N-Methylephedrine Base;Benzenemethanol, α-[(1R)-1-(dimethylamino)ethyl]-, (αS)-;Benzenemethanol, α-[1-(dimethylamino)ethyl]-, [S-(R*,S*)]-;d-N-Methylephedrine;L-(+)-erythro-N-Methylephedrine
• CAS NO: 42151-56-4
• Molecular Formula: C₁₁H₁₇NO
• Molecular Weight: 179.26
• EINECS: 214-859-6
• Mol File: 42151-56-4.mol
• Article Data: 18

Chemical Properties

• Melting Point: 87-90 °C(lit.)
• Boiling Point: 311.8°C (rough estimate)
• Flash Point: 96.9 °C
• Appearance: WHITE POWDER, CRYSTALS, CRYSTALLINE POWDER OR NEEDLES
• Density: 1.0020 (rough estimate)
• Vapor Pressure: 0.0108mmHg at 25°C
• Refractive Index: 1.5320 (estimate)
• Storage Temp.: 2-8°C
• PKA: 13.88±0.20(Predicted)
• BRN: 3198945
• CAS DataBase Reference: (+)-N-METHYLEPHEDRINE(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-N-METHYLEPHEDRINE(42151-56-4)
• EPA Substance Registry System: (+)-N-METHYLEPHEDRINE(42151-56-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 3
• Hazardous Substances Data: 42151-56-4(Hazardous Substances Data)

Usage

Chemical Properties

WHITE CRYSTALLINE POWDER

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.]

InChI:InChI=1/C11H17NO/c1-9(12(2)3)11(13)10-7-5-4-6-8-10/h4-9,11,13H,1-3H3/p+1/t9-,11-/m1/s1

Upstream product

• 90-82-4 pseudoephedrine 
• 74-88-4 methyl iodide 
• 50-00-0 formaldehyd 
• 17279-39-9 (S)-N,N-dimethyl-α-benzylethylamine 
• 35026-77-8 (S)-2-(dimethylamino)propiophenone 
• 66574-19-4 (4S,5S)-3,4-dimethyl-5-phenyl-1,3-oxazolidine 
• 16251-47-1 (4S,5S)-3,4-dimethyl-5-phenyl-1,3-oxazolidin-2-one 
• 492-39-7 (1S,2S)-2-amino-1-phenylpropanol 
• 130459-53-9 (1R,2S)-2-(tert-butoxycarbonyl(methyl)amino)-1-phenyl-1-propanol 
• 15351-09-4 metamfepramone 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 93-55-0 1-phenyl-propan-1-one 
• 65528-82-7 (R)-2-(dimethylamino)propiophenone 
• 942-45-0 ((1R,2S)-2-chloro-1-methyl-2-phenyl-ethyl)-dimethyl-amine; hydrochloride 

Downstream Products

• 57155-63-2 (+)-(1S,2S)-N-dodecyl-N,N-dimethylpseudoephedrinium bromide 
• 75844-45-0 α-butyl-α-hydroxy phenyl methyl ester 
• 158837-63-9 (1S,2S)-1-Phenyl-1-phthalimido-2-(dimethylamino)propane 
• 129216-60-0 lithium N-methylpseudoephedrate 
• 137944-12-8 [(1R,2S)-2-{(R,R)-(1,3-dimethyl-octahydro-benzo[1,3,2]diazaphosphol-2-yloxy)}-1-methyl-2-phenyl-ethyl]dimethyl-amine 
• 129216-61-1 Lithium; (1S,2R)-2-dimethylamino-1-phenyl-propan-1-olate 
• 4518-66-5 (1S,2S)-(-)-1-phenyl-1-propene oxide 
• 14212-54-5 (+)-(R,R)-β-methylstyrene oxide 
• 74059-55-5 (1S,2S)-N-methyl-ψ-ephedrine propionate 
• 115757-30-7 (1S,2R)-(+)-N-methylephedrine propionate 
• 14212-53-4 (1S,2R)-cis-methylstyrene oxide 
• 4436-22-0 (2S,3R)-2-methyl-3-phenyloxirane 
• 94935-05-4 (-)-(1S,2R)-p-nitrophenyl N-methyl-N-1-ethylcarbamate 
• 50-00-0 formaldehyd 

Relevant articles and documents

Plasmon resonance-enhanced circularly polarized luminescence of self-assembled meso-tetrakis(4-sulfonatophenyl)porphyrin-surfactant complexes in interaction with Ag nanoparticles

The chiroptical properties of an anionic meso-tetrakis(4-sulfonatophenyl) porphyrin (TPPS) complexed with cationic surfactants were enhanced by interaction with silver nanoparticles (AgNPs) in acidic solution. Improvement in chiroptical properties was rev

Enantioselective and Diastereoselective Construction of Chiral Amino Alcohols by Iridium-f-Amphox-Catalyzed Asymmetric Hydrogenation via Dynamic Kinetic Resolution

The iridium-f-amphox-catalyzed asymmetric hydrogenation of racemic α-amino β-unfunctionalized ketones proceeds via a DKR (dynamic kinetic resolution) process for the construction of various chiral N,N-disubstituted α-amino β-unfunctionalized alcohols in quantitative yields with excellent enantioselectivities and diastereoselectivities (all products >99% ee and >99:1 dr, TON up to 100 000). Importantly, this catalytic asymmetric hydrogenation with a DKR process provided a highly efficient and powerful synthetic strategy for the preparation of key chiral intermediates of the preclinical antitumor agent (S,S)-R116010.

Ephedrine- and pseudoephedrine-derived thioureas in asymmetric michael additions of keto esters and diketones to nitroalkenes

Ephedrine-derived bifunctional thioureas have been synthesized and applied as organocatalysts in Michael additions of 1,3-dicarbonyl compounds to nitroalkenes. Georg Thieme Verlag Stuttgart.