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61-16-5

61-16-5 Structure

61-16-5 Structure
IdentificationMore
[Name]

METHOXAMINE HYDROCHLORIDE
[CAS]

61-16-5
[Synonyms]

ALPHA-[1-AMINOETHYL]-2,5-DIMETHOXYBENZYL ALCOHOL HYDROCHLORIDE
METHOXAMINE HCL
METHOXAMINE HYDROCHLORIDE
1-(2,5-dimethoxyphenyl)-2-aminopropanol
2-amino-1-(2,5-dimethoxyphenyl)-1-propanolhydrochloride
alpha-(1-aminoethyl)-2,5-dimethoxy-benzenemethanohydrochloride
alpha-(1-aminoethyl)-2,5-dimethoxybenzenemethanolhydrochloride
alpha-(1-aminoethyl)-2,5-dimethoxy-benzylalcohohydrochloride
alpha-(alpha-aminoethyl)-2,5-dimethoxybenzylalcoholhydrochloride
beta-(2,5-dimethoxyphenyl)-beta-hydroxyisopropylaminehydrochloride
beta-hydroxy-beta-(2,5-dimethoxyphenyl)isopropylaminehydrochloride
beta-hydroxy-beta-(2,5-dimethoxyphenyl)-isopropylaminehydrochloride
pressominhydrochloride
vasoxine
vasoxinehydrochloride
vasoxyl
vasoxylhydrochloride
α-[1-Aminoethyl]-2,5-dimethoxybenzenemethanol hydrochloride
α-(1-aminoethyl)-2,5-dimethoxybenzyl alcohol hydrochloride
2-Amino-1-hydroxy-1-(2,5-dimethoxyphenyl)propane hydrochloride
[EINECS(EC#)]

200-499-7
[Molecular Formula]

C11H18ClNO3
[MDL Number]

MFCD00058607
[Molecular Weight]

247.72
[MOL File]

61-16-5.mol
Chemical PropertiesBack Directory
[Melting point ]

215℃
[refractive index ]

1.5204
[storage temp. ]

2-8°C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

9.2(at 25℃)
[color ]

White to off-white
[InChI]

InChI=1S/C11H17NO3.ClH/c1-7(12)11(13)9-6-8(14-2)4-5-10(9)15-3;/h4-7,11,13H,12H2,1-3H3;1H
[InChIKey]

YGRFXPCHZBRUKP-UHFFFAOYSA-N
[SMILES]

C1(=CC(=CC=C1OC)OC)C(O)C(N)C.Cl
[CAS DataBase Reference]

61-16-5(CAS DataBase Reference)
Safety DataBack Directory
[WGK Germany ]

3
[RTECS ]

DN4025000
[Safety Profile]

Poison by ingestion, intravenous, and intraperitoneal routes. Experimental reproductive effects. An FDA proprietary drug. When heated to decomposition it emits very toxic fumes of HCl and NOx.
[Hazardous Substances Data]

61-16-5(Hazardous Substances Data)
Hazard InformationBack Directory
[Originator]

Vasoxyl ,Burroughs-Wellcome,US,1949
[Uses]

anti-fungal
[Uses]

Antihypotensive;Alpha adrenergic agonist
[Definition]

ChEBI: Methoxamine hydrochloride is a dimethoxybenzene.
[Manufacturing Process]

2,5-Dimethoxypropiophenone is treated in absolute ether with methyl nitrite and hydrogen chloride. The hydrochloride of 2,5-dimethoxy-αisonitrosopropiophenone crystallizes out of the solution. It is removed, the base is liberated and crystallized from benzene-heptane forming yellow leaflets that melt at about 97° to 98°C. This isonitrosoketone is dissolved in absolute alcohol containing an excess of hydrogen chloride and is hydrogenated with palladized charcoal, yielding β-(2,5-dimethoxyphenyl)-βketoisopropylamine hydrochloride, a salt that melts at about 176°C with decomposition.
12.3 g (1/20 mol) of β-(2,5-dimethoxyphenyl)-β-ketoisopropylamine hydrochloride (MP 176°C) is dissolved in 50 cc of water and hydrogenated with platinum oxide platinum black in the customary Adams-Burgess Parr apparatus. About 1/20 mol of hydrogen is absorbed, after which the solution is filtered off from the catalyst, evaporated to dryness in vacuo and recrystallized from absolute alcohol, absolute ether being added to decrease solubility. The hydrochloride is thus obtained in substantially theoretical yield. It crystallizes in plates and melts at 215°C.
[Therapeutic Function]

Hypertensive
[Biochem/physiol Actions]

α1-adrenoceptor agonist.
Spectrum DetailBack Directory
[Spectrum Detail]

METHOXAMINE HYDROCHLORIDE(61-16-5)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

61-16-5(sigmaaldrich)
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