ChemicalBook CAS DataBase List (-)-N-Methylephedrine

(-)-N-Methylephedrine

Product Name(-)-N-Methylephedrine
CAS552-79-4
CBNumberCB7495234
MFC11H17NO
MW179.26
EINECS209-022-7
MDL NumberMFCD00004504
MOL File552-79-4.mol

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)
Flash point	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)
FDA UNII	60VH42A1KJ
UNSPSC Code	41116107
NACRES	NA.24

Safety

Symbol(GHS)
Signal word	Danger
Hazard statements	H225-H301+H311+H331-H370-H302-H315-H319-H335
Precautionary statements	P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P210-P260-P280-P301+P310-P311
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 Price

Product number	Packaging	Price	Product description	Buy
Sigma-Aldrich M-129	1mL	$58.6	(1R,2S)-(-)-N--Methylephedrine solution 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant?	Buy
Sigma-Aldrich 235210	5G	$200	(1R,2S)-(−)-N-Methylephedrine 99%	Buy
Cayman Chemical 36282	1mg	$25	(−)-N-Methylephedrine ≥98%	Buy
Cayman Chemical 36282	5mg	$63	(−)-N-Methylephedrine ≥98%	Buy
Biosynth AAA55279	2g	$247.5	(-)-Methylephedrine	Buy

(-)-N-Methylephedrine Chemical Properties,Usage,Production

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 species but the material principally used in China is E. sinica Stapf. (Syn. E. j7ava Porter Smith, E. Mahuang Liu). It has subsequently been discovered in European species, notably E. helvetica C. A. Meyer and E. distachya Linn. The alkaloid crystallizes in stout, colourless needles and has [α]_D - 29.2° (MeOH). It yields several 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

Chemical Properties

Safety

(-)-N-Methylephedrine Price

(-)-N-Methylephedrine Chemical Properties,Usage,Production

(-)-N-Methylephedrine synthesis

Preparation Products And Raw materials

(-)-N-Methylephedrine Spectrum

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