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ChemicalBook >> CAS DataBase List >>Gramine

Gramine

CAS No.
87-52-5
Chemical Name:
Gramine
Synonyms
1-(1H-indol-3-yl)-N,N-dimethylmethanamine;Gramin;DONAXINE;Donaxin;GRAMINE;Doranine;NSC 16892;GRAMINE(RG);Gramine >Gramine,>99%
CBNumber:
CB7342118
Molecular Formula:
C11H14N2
Molecular Weight:
174.24
MDL Number:
MFCD00005629
MOL File:
87-52-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-14 16:49:18
Product description Number Pack Size Price
Gramine 99% G10806 25g $148
Gramine >98.0%(T) D0653 25g $31
Gramine >98.0%(T) D0653 250g $151
Gramine ≥98% 23401 5mg $36
Gramine ≥98% 23401 50mg $236
More product size

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
InChI 1S/C11H14N2/c1-13(2)8-9-7-12-11-6-4-3-5-10(9)11/h3-7,12H,8H2,1-2H3
InChIKey OCDGBSUVYYVKQZ-UHFFFAOYSA-N
SMILES CN(C)Cc1c[nH]c2ccccc12
LogP 2.177 (est)
CAS DataBase Reference 87-52-5(CAS DataBase Reference)
FDA UNII FGQ8A78L14
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)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
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
TSCA  TSCA listed
HS Code  29339900
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Dermal
Acute Tox. 4 Oral
NFPA 704
0
2 0

Gramine price More Price(81)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich G10806 Gramine 99% 87-52-5 25g $148 2026-04-30 Buy
TCI Chemical D0653 Gramine >98.0%(T) 87-52-5 25g $31 2026-04-30 Buy
TCI Chemical D0653 Gramine >98.0%(T) 87-52-5 250g $151 2026-04-30 Buy
Cayman Chemical 23401 Gramine ≥98% 87-52-5 5mg $36 2026-04-30 Buy
Cayman Chemical 23401 Gramine ≥98% 87-52-5 50mg $236 2026-04-30 Buy
Product number Packaging Price Buy
G10806 25g $148 Buy
D0653 25g $31 Buy
D0653 250g $151 Buy
23401 5mg $36 Buy
23401 50mg $236 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

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.]

120-72-9
50-00-0
124-40-3
87-52-5
Synthesis of Gramine from Indole and Formaldehyde and Dimethylamine
Global( 412)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652 info@fdachem.com China 20120 58
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3619 58
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29812 58
Chengdu Biopurify Phytochemicals Ltd.
+86-28-82633860; +8618080483897 sales@biopurify.com China 4616 58
Shanghai Standard Technology Co., Ltd.
18502101150 ft-sales@nature-standard.com CHINA 1923 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63687 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49979 58
SIMAGCHEM CORP
+86-5922680277 +86-13806087780 sale@simagchem.com China 17346 58
Wuhan ChemNorm Biotech Co.,Ltd.
+86-27-8439 4403 18971486879 sales@chemnorm.com CHINA 2935 58
TargetMol Chemicals Inc.
+1-781-999-5354; +17819995354 marketing@targetmol.com United States 32466 58

View Lastest Price from Gramine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Gramine pictures 2026-07-14 Gramine
87-52-5
$55.00-79.00 99.95% 10g TargetMol Chemicals Inc.
Gramine pictures 2026-07-09 Gramine
87-52-5
$1.00-122.00 1KG 99% Henan Fengda Chemical Co., Ltd
Gramine pictures 2023-02-24 Gramine
87-52-5
5mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
  • Gramine pictures
  • Gramine
    87-52-5
  • $55.00-79.00
  • 99.95%
  • TargetMol Chemicals Inc.
  • Gramine pictures
  • Gramine
    87-52-5
  • $1.00-122.00
  • 99%
  • Henan Fengda Chemical Co., Ltd
  • Gramine pictures
  • Gramine
    87-52-5
  • $0.00
  • ≥98%(HPLC)
  • Shanghai Standard Technology Co., Ltd.
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 Gramine, ≥ 98.0% Gramine, 10 mM in DMSO Gramine (Standard) 1-(1H-indol-3-yl)-N,N-dimethylmethanamine 87-52-5 C11H14N2 Indole Alkaloids Simple Indoles Indoles Alkaloids Building Blocks Heterocyclic Building Blocks Indole Indoles Pharmaceutical Intermediates
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