ChemicalBook > CAS DataBase List > Gramine

Gramine

Product Name
Gramine
CAS No.
87-52-5
Chemical Name
Gramine
Synonyms
Gramin;DONAXINE;1-(1H-indol-3-yl)-N,N-dimethylmethanamine;GRAMINE;Donaxin;Doranine;NSC 16892;GRAMINE(RG);Gramine >Gramine,>99%
CBNumber
CB7342118
Molecular Formula
C11H14N2
Formula Weight
174.24
MOL File
87-52-5.mol
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Gramine Property

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
pka
17.00±0.30(Predicted)
form 
Powder
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)
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Safety

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

Symbol(GHS)
Signal word
Warning
Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
G10806
Product name
Gramine
Purity
99%
Packaging
25g
Price
$132.05
Updated
2025/07/31
TCI Chemical
Product number
D0653
Product name
Gramine
Purity
>98.0%(T)
Packaging
25g
Price
$34
Updated
2025/07/31
TCI Chemical
Product number
D0653
Product name
Gramine
Purity
>98.0%(T)
Packaging
250g
Price
$168
Updated
2025/07/31
Cayman Chemical
Product number
23401
Product name
Gramine
Purity
≥98%
Packaging
5mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
23401
Product name
Gramine
Purity
≥98%
Packaging
50mg
Price
$214
Updated
2024/03/01
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Gramine Chemical Properties,Usage,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.]

Gramine Preparation Products And Raw materials

Raw materials

Indole Dimethylamine

Preparation Products

DL-Tryptophan
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Gramine Suppliers

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View Lastest Price from Gramine manufacturers

Henan Fengda Chemical Co., Ltd
Product
Gramine 87-52-5
Price
US $122.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-01-11
Shanghai Standard Technology Co., Ltd.
Product
Gramine 87-52-5
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2019-12-04
Zhuozhou Wenxi import and Export Co., Ltd
Product
Gramine 87-52-5
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

87-52-5, GramineRelated Search:

Dimethyl sulfoxide Meglumine Metformin Dimethyl ether Dimethyl carbonate Dimethyl fumarate 2-Methylindole N,N-Dimethylformamide 3-Aminopyridine 3-Dimethylaminopropylamine 2,5-Dimethylindole 2,3-Dimethylindole Flunixin meglumine 4-Dimethylaminopyridine Trimethylamine Dimethyl sebacate Dimethyl phthalate Indole

  • 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
  • DONAXINE
  • 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)
  • b-(Dimethylaminomethyl)indole
  • Donaxin
  • Gramin
  • (1H-INDOL-3-YLMETHYL)-DIMETHYL-AMINE (GRAMINE)
  • 3-(Dimethylaminomethyl)-indole for synthesis
  • 3-((N,N-DIMETHYLAMINO)METHYL)INDOLE (GRAMINE)
  • 1-(1H-indol-3-yl)-N,N-dimethylmethanamine
  • Gramine &gt
  • Gramine, ≥ 98.0%
  • Gramine, 10 mM in DMSO
  • 87-52-5
  • C11H14N2
  • Indole Alkaloids
  • Simple Indoles
  • Indoles
  • Alkaloids
  • Building Blocks
  • Heterocyclic Building Blocks
  • Indole
  • Indoles
  • Pharmaceutical Intermediates
  • indole derivative