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ChemicalBook--->CAS DataBase List--->87-52-5

87-52-5

87-52-5 Structure

87-52-5 Structure
IdentificationMore
[Name]

Gramine
[CAS]

87-52-5
[Synonyms]

(1H-INDOL-3-YLMETHYL)-DIMETHYL-AMINE
3-(DIMETHYLAMINOMETHYL)INDOLE
3-((N,N-DIMETHYLAMINO)METHYL)INDOLE
BETA-DIMETHYLAMINOMETHYLINDOLE
DONAXINE
GRAMINE
n,n-dimethyl-1h-indole-3-methanamine
TIMTEC-BB SBB003799
1H-Indol-3-yl-N,N-dimethylmethanamine
3-((dimethylamino)methyl)-indol
3-Dimethylaminomethylindol (gramin)
b-(Dimethylaminomethyl)indole
Donaxin
Gramin
Indole, 3-[(dimethylamino)methyl]-
n,n-dimethyl-1h-indole-3-methanamin
N,N-Dimethyl-1H-indole-3-methylamine
1H-Indole-3-methanamine, N,N-dimethyl-
indol-3-ylmethyldimethylamine
GCLH/for Cefixime
[EINECS(EC#)]

201-749-8
[Molecular Formula]

C11H14N2
[MDL Number]

MFCD00005629
[Molecular Weight]

174.24
[MOL File]

87-52-5.mol
Chemical PropertiesBack Directory
[Appearance]

beige powder
[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
[form ]

Powder
[pka]

17.00±0.30(Predicted)
[color ]

Beige
[Water Solubility ]

PRACTICALLY INSOLUBLE
[Merck ]

4533
[BRN ]

140521
[LogP]

2.177 (est)
[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]

87-52-5(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

C
[Risk Statements ]

R34:Causes burns.
[Safety Statements ]

S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[RTECS ]

NL7525000
[HS Code ]

29339900
Raw materials And Preparation ProductsBack Directory
[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
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3-(Dimethylaminomethyl)indole(87-52-5).msds
Hazard InformationBack Directory
[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
[Definition]

ChEBI: Gramine is an aminoalkylindole that is indole carrying a dimethylaminomethyl substituent at postion 3. It has a role as a plant metabolite, a serotonergic antagonist, an antiviral agent and an antibacterial agent. It is an aminoalkylindole, an indole alkaloid and a tertiary amino compound. It is a conjugate base of a gramine(1+).
[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
[storage]

Room temperature
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

Gramine(87-52-5)MS
Gramine(87-52-5)1HNMR
Gramine(87-52-5)13CNMR
Gramine(87-52-5)IR1
Gramine(87-52-5)IR2
Gramine(87-52-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Gramine, 99%(87-52-5)
[Sigma Aldrich]

87-52-5(sigmaaldrich)
[TCI AMERICA]

Gramine,>98.0%(T)(87-52-5)
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