Gramine

CAS No.：87-52-5

Other grades of this product :

Gramine Basic information

Product Name:	Gramine
Synonyms:	n,n-dimethyl-1h-indole-3-methanamine;indol-3-ylmethyldimethylamine;GCLH / for Cefixime;3-(dimethylaninomethy)in dole;Indole, 3-[(dimethylamino)methyl]-;n,n-dimethyl-1h-indole-3-methanamin;N,N-Dimethyl-1H-indole-3-methylamine;TIMTEC-BB SBB003799
CAS:	87-52-5
MF:	C11H14N2
MW:	174.24
EINECS:	201-749-8
Product Categories:	Indole;Indoles;Pharmaceutical Intermediates;indole derivative;Indoles and derivatives;Alkaloids;Biochemistry;Indole Alkaloids;Simple Indoles;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;Inhibitors;standardized herbal extract
Mol File:	87-52-5.mol

Gramine Chemical Properties

Melting point	132-134 °C (lit.)
Boiling point	295.23°C (rough estimate)
density	1.0715 (rough estimate)
refractive index	1.5500 (estimate)
Fp	167 °C
storage temp.	Refrigerator (+4°C)
solubility	almost transparency in Methanol
pka	17.00±0.30(Predicted)
form	Powder
color	Beige
Water Solubility	PRACTICALLY INSOLUBLE
Merck	14,4533
BRN	140521
CAS DataBase Reference	87-52-5(CAS DataBase Reference)
NIST Chemistry Reference	1H-Indole-3-methanamine, N,N-dimethyl-(87-52-5)
EPA Substance Registry System	1H-Indole-3-methanamine, N,N-dimethyl- (87-52-5)

Safety Information

Hazard Codes	C
Risk Statements	34
Safety Statements	45-36/37/39-26
WGK Germany	3
RTECS	NL7525000
HS Code	29339900

MSDS Information

Provider	Language
3-(Dimethylaminomethyl)indole	English
ACROS	English
SigmaAldrich	English

Gramine Usage And Synthesis

Chemical Properties	beige powder
Uses	Reactant for preparation of: Dopamine D2 receptor antagonists Anti-malarial drugs 5-indolyl-Mannich bases Proliferation inhibitors Inhibitors of human mast cell chymase Preparation of DL-tryptophan Potential detoxification inhibitors of the crucifer phytoalexin brassinin 3-vinylindoles Serotonin 5-HT6 receptor ligand templates Selective protein kinase c delta (PKCδ) down regulators
General Description	This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
Purification Methods	Crystallise gramine from diethyl ether, ethanol or acetone. It sublimes at 59o/0.001mm. The hydrochloride crystallises from EtOH/Et2O with m 190.5-191.0o(dec). [Culvenor et al. Aust J Chem 17 1301 1964, Beilstein 22 III/IV 4302, 22/10 V 25.]

Gramine Preparation Products And Raw materials

Raw materials	Dimethylamine-->Indole-->Methanamine, 1-ethoxy-N,N-dimethyl--->GRAMINE, N-OXIDE-->N,N-dimethyl-1H-indole-3-carboxamide-->ESCHENMOSER'S SALT-->Indole-3-carboxaldehyde-->N,N,N',N'-TETRAMETHYLDIAMINOMETHANE-->Formaldehyde-->Uracil
Preparation Products	DL-Tryptophan-->3-Indoleacetonitrile-->Indol-1-ylmethyl-dimethyl-amine-->Indole-3-carbinol

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