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Gramine

Gramine Structure
CAS No.
87-52-5
Chemical Name:
Gramine
Synonyms
Gramin;DONAXINE;1-(1H-indol-3-yl)-N,N-dimethylmethanamine;Donaxin;GRAMINE;Doranine;NSC 16892;GRAMINE(RG);Gramine >Gramine,>99%
CBNumber:
CB7342118
Molecular Formula:
C11H14N2
Molecular Weight:
174.24
MOL File:
87-52-5.mol
Modify Date:
2023/10/21 16:02:36

Gramine Properties

Melting point 132-134 °C (lit.)
Boiling point 295.23°C (rough estimate)
Density 1.0715 (rough estimate)
refractive index 1.5500 (estimate)
Flash point 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 14,4533
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 1H-Indole-3-methanamine, N,N-dimethyl- (87-52-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302+H312
Precautionary statements  P264-P270-P280-P301+P312-P302+P352+P312-P362+P364
Hazard Codes  C
Risk Statements  34
Safety Statements  45-36/37/39-26
WGK Germany  3
RTECS  NL7525000
HS Code  29339900
NFPA 704
0
2 0

Gramine price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) G10806 Gramine 99% 87-52-5 25G ₹4817.13 2022-06-14 Buy
TCI Chemicals (India) D0653 Gramine 87-52-5 25G ₹3200 2022-05-26 Buy
TCI Chemicals (India) D0653 Gramine 87-52-5 250G ₹8800 2022-05-26 Buy
Product number Packaging Price Buy
G10806 25G ₹4817.13 Buy
D0653 25G ₹3200 Buy
D0653 250G ₹8800 Buy

Gramine Chemical Properties,Uses,Production

Chemical Properties

?3-(Dimethylaminomethyl)indole [87-52-5], gramine, C11H14N2, Mr 174.25, mp 138 – 139 ℃, forms colorless needles. The compound is soluble in ethanol, diethyl ether, and chloroform and insoluble in water. It can be synthesized from indole by the Mannich reaction with dimethyl-amine and formaldehyde. Gramine is used to synthesize D,L-tryptophan, the plant growth regulators indole-3-acetic acid and indole-3-butanoic acid as well as the intermediate tryptamine.

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.]

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b-(Dimethylaminomethyl)indole Donaxin (1H-INDOL-3-YLMETHYL)-DIMETHYL-AMINE (GRAMINE) 3-(Dimethylaminomethyl)-indole for synthesis 3-((N,N-DIMETHYLAMINO)METHYL)INDOLE (GRAMINE) 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 1H-Indole-3-methanamine, N,N-dimethyl- (1H-INDOL-3-YLMETHYL)-DIMETHYL-AMINE 3-(DIMETHYLAMINOMETHYL)INDOLE GRAMINE BETA-DIMETHYLAMINOMETHYLINDOLE 3-(DIMETHYLAMINOMETHYL)-INDOLE FOR SYNTH Doranine 3-((N,N-DIMETHYLAMINO)METHYL)INDOLE NSC 16892 Gramine,>99% 3-(Dimethylaminomethyl)Indole,Gramines 3-(Dimethy Amino Methyl) Indole 3-(diemthylaminomethyl)indole GRAMINE(3-(DIMETHYLAMINOMETHYL)INDOLE) Gramine or 3-(Dimethylaminomethyl)indole Indole-2-carbocylic acid DONAXINE:GRAMINE Tri(ethenyl)methylsilane 3-Dimethylaminomethyl-1H-indole N,N-Dimethyl-1H-indole-3-ylmethaneamine GRAMINE(RG) 3-(Dimethylaminomethyl)indole Donaxine Arundo donax base 3-(DiMethylaMinoMethyl)indole (graMine) 1H-Indol-3-yl-N,N-dimethylmethanamine 3-((dimethylamino)methyl)-indol 3-Dimethylaminomethylindol (gramin) Gramine > Gramin DONAXINE 1-(1H-indol-3-yl)-N,N-dimethylmethanamine Gramine, ≥ 98.0% 87-52-5 C11H14N2 Indole Alkaloids Simple Indoles Indoles Alkaloids Building Blocks Heterocyclic Building Blocks Indole Indoles Pharmaceutical Intermediates indole derivative Indoles and derivatives