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Safety Information

209848

Sigma-Aldrich

α-(Methylaminomethyl)benzyl alcohol

99%

Synonym(s):

Halostachine

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About This Item

Linear Formula:
C6H5CH(CH2NHCH3)OH
CAS Number:
6589-55-5
Molecular Weight:
151.21
EC Number:
229-525-5
MDL number:
MFCD00004506
UNSPSC Code:
12352100
PubChem Substance ID:
24852596
NACRES:
NA.22

Assay

99%

form

solid

mp

74-76 °C (lit.)

functional group

amine
hydroxyl
phenyl

SMILES string

CNCC(O)c1ccccc1

InChI

1S/C9H13NO/c1-10-7-9(11)8-5-3-2-4-6-8/h2-6,9-11H,7H2,1H3

InChI key

ZCTYHONEGJTYQV-UHFFFAOYSA-N

General description

α-(Methylaminomethyl)benzyl alcohol is a potential substrate for studies involving phenylethanolamine-N-methyltransferase.

Application

α-(Methylaminomethyl)benzyl alcohol was used in the synthesis of 1,4-disubstituted-2,3,4,5-tetrahydro-1H-3-benzazepines. It was also used as internal standard during determination of pseudoephedrine and phenylpropanolamine urine concentrations by HPLC.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H332

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

209848-BULK:
209848-VAR:
209848-10G:
209848-1G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBH0537V
MKBB7624
03824BD
09428BD
08929CI

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O Inoue et al.
Progress in neuro-psychopharmacology & biological psychiatry, 8(3), 385-395 (1984-01-01)
The radiotracers, C-14-N-methylphenylethylamine (MPEA) and N-methylphenylethanolamine (MPEOA) both rapidly entered mouse brain after their intravenous injection and were metabolized by brain monoamine oxidase (MAO) to C-14-methylamine and corresponding aldehydes. The labelled metabolite was trapped in the brain. Measurement of radioactivity
Neil Chester et al.
British journal of clinical pharmacology, 57(1), 62-67 (2003-12-18)
To study the elimination of ephedrines with reference to the International Olympic Committee (IOC) doping control cut-off levels, following multiple dosing of over-the-counter decongestant preparations. A double-blind study was performed in which 16 healthy male volunteers were administered either pseudoephedrine
The vasoactive potential of halostachine, an alkaloid of tall fescue (Festuca arundinaceae, Schreb) in cattle.
C B Davis et al.
Veterinary and human toxicology, 25(6), 408-411 (1983-12-01)
H E Shannon et al.
The Journal of pharmacology and experimental therapeutics, 217(2), 379-385 (1981-05-01)
Single i.v. doses of the endogenous trace amine phenylethanolamine (PEOH) and its N-methyl homolog (NMPEOH) were administered to separate groups of five dogs. The dose- and time-related effects of these compounds were measured on pupillary diameter, heart rate and body
S W Gerritz et al.
Organic letters, 2(25), 4099-4102 (2000-12-12)
[structure] Two general routes to 1,4-disubstituted-2,3,4, 5-tetrahydro-1H-3-benzazepines are described. Both routes utilize an appropriately functionalized phenethylamino alcohol as the penultimate intermediate: the first route makes use of the reductive amination of a benzyl alkyl ketone with alpha-(aminomethyl)benzyl alcohol, while the
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