Vanillylamine hydrochloride - CAS 7149-10-2

Name: Vanillylamine hydrochloride
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog:	BB034396
Product Name:	Vanillylamine hydrochloride
CAS:	7149-10-2
Synonyms:	4-Hydroxy-3-methoxybenzylamine hydrochloride; Phenol, 4-(aminomethyl)-2-methoxy-, hydrochloride (1:1); Creosol, α-amino-, hydrochloride; p-Cresol, α-amino-2-methoxy-, hydrochloride; Phenol, 4-(aminomethyl)-2-methoxy-, hydrochloride; (4-Hydroxy-3-methoxyphenyl)methanaminium chloride; 3-Methoxy-4-hydroxybenzylamine hydrochloride; 4-(Aminomethyl)-2-methoxyphenol hydrochloride; 4-Hydroxy-3-methoxybenzylamine monohydrochloride; α-Amino-2-methoxy-p-cresol hydrochloride; α-Aminocreosol hydrochloride

Technical Data

Related CAS:	1196-92-5 (free base)
IUPAC Name:	4-(aminomethyl)-2-methoxyphenol;hydrochloride
Description:	Vanillylamine is an alkaloid produced from vanillin by the enzyme vanillin aminotransferase. Vanillylamine is an intermediate in the biosynthesis of capsaicin, which is a prototype vanilloid receptor agonist used to treat osteoarthritis of the knee and other neuropathic pain.
Molecular Weight:	189.64
Molecular Formula:	C8H12ClNO2
Canonical SMILES:	COC1=C(C=CC(=C1)CN)O.Cl
InChI:	InChI=1S/C8H11NO2.ClH/c1-11-8-4-6(5-9)2-3-7(8)10;/h2-4,10H,5,9H2,1H3;1H
InChI Key:	PUDMGOSXPCMUJZ-UHFFFAOYSA-N
Melting Point:	227°C
Purity:	≥95%
Solubility:	Soluble in DMSO (Slightly, Heated), Methanol (Slightly)
Appearance:	White to light yellow crystal powder
Storage:	Store at 2-8°C under inert atmosphere
MDL:	MFCD00012864
LogP:	2.36180

GHS Hazard Statement:	H315 (95.74%): Causes skin irritation [Warning Skin corrosion/irritation]
Precautionary Statement:	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word:	Warning

Publication Number	Title	Priority Date
CN-113463144-A	Method for plating nickel on surface of brass substrate	20210629
CN-113024398-A	Preparation method of capsaicin and capsaicin prepared by using same	20210315
CN-112608247-A	Preparation method of capsaicin and capsaicin prepared by using same	20201215
WO-2021187992-A1	Synthesis of capsaicin derivatives	20200320
CN-110045108-A	A kind of gutter oil enzyme-linked immunologic detecting kit and its detection method based on capsaicine index	20190528

PMID	Publication Date	Title	Journal
22921003	20121001	Functional validation of Capsicum frutescens aminotransferase gene involved in vanillylamine biosynthesis using Agrobacterium mediated genetic transformation studies in Nicotiana tabacum and Capsicum frutescens calli cultures	Plant science : an international journal of experimental plant biology
21821932	20110101	Synthesis of stable isotope-labeled precursors for the biosyntheses of capsaicinoids, capsinoids, and capsiconinoids	Bioscience, biotechnology, and biochemistry
19473323	20090901	Functional loss of pAMT results in biosynthesis of capsinoids, capsaicinoid analogs, in Capsicum annuum cv. CH-19 Sweet	The Plant journal : for cell and molecular biology
16939324	20060906	Valine pathway is more crucial than phenyl propanoid pathway in regulating capsaicin biosynthesis in Capsicum frutescens mill	Journal of agricultural and food chemistry
16478462	20060301	Utilization of capsaicin and vanillylamine as growth substrates by Capsicum (hot pepper)-associated bacteria	Environmental microbiology

Complexity:	119
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	2
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	189.0556563
Formal Charge:	0
Heavy Atom Count:	12
Hydrogen Bond Acceptor Count:	3
Hydrogen Bond Donor Count:	3
Isotope Atom Count:	0
Monoisotopic Mass:	189.0556563
Rotatable Bond Count:	2
Topological Polar Surface Area:	55.5 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0