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87-52-5

87-52-5 structure
87-52-5 structure
  • Name: Gramine
  • Chemical Name: 1-(1H-indol-3-yl)-N,N-dimethylmethanamine
  • CAS Number: 87-52-5
  • Molecular Formula: C11H14N2
  • Molecular Weight: 174.242
  • Catalog: Chemical reagent Deuterated reagent
  • Create Date: 2018-07-22 19:58:37
  • Modify Date: 2024-01-02 10:03:22
  • Gramine (Donaxine) is a natural alkaloid isolated from giant reed[2], acts as an active adiponectin receptor (AdipoR) agonist, with IC50s of 3.2 and 4.2 µM for AdipoR2 and AdipoR1, respectively[1]. Gramine is also a human and mouse β2-Adrenergic receptor (β2-AR) agonist[2]. Gramine (Donaxine) has anti-tumor, anti-viral and anti-inflammatory properties[1].
Name 1-(1H-indol-3-yl)-N,N-dimethylmethanamine
Synonyms 1H-Indole-3-methanamine, N,N-dimethyl-
Gramin
Donaxine
Indole, 3-[(dimethylamino)methyl]-
Indole,3-[(dimethylamino)methyl]
Gramine
MFCD00005629
3-(Dimethylaminomethyl)indole
Indol-3-ylmethyldimethylamine
EINECS 201-749-8
Donaxin
N,N-dimethyl-1H-indole-3-methanamine
3-(N,N-dimethylaminomethyl) indole
N-(1H-indol-3-ylmethyl)-N,N-dimethylamine
1H-Indole-3-methanamine,N,N-dimethyl
1-(1H-Indol-3-yl)-N,N-dimethylmethanamine
3-[(Dimethylamino)methyl]indole
(indol-3-ylmethyl)dimethylamine
Description Gramine (Donaxine) is a natural alkaloid isolated from giant reed[2], acts as an active adiponectin receptor (AdipoR) agonist, with IC50s of 3.2 and 4.2 µM for AdipoR2 and AdipoR1, respectively[1]. Gramine is also a human and mouse β2-Adrenergic receptor (β2-AR) agonist[2]. Gramine (Donaxine) has anti-tumor, anti-viral and anti-inflammatory properties[1].
Related Catalog
Target

IC50: 3.2 µM (AdipoR2), 4.2 µM (AdipoR1)[1]

In Vitro Gramine is an active adiponectin receptor (AdipoR) agonist, with IC50s of 3.2 and 4.2 µM for AdipoR2 and AdipoR1, respectively[1]. Gramine is a potential β2-AR agonist[2]. Gramine (20 µM to 1.2 nM) dose-dependently inhibits the growth of AdipoR1/adipoR2-positive cancer cell lines (MDA-MB-231 and MCF-7 cells), with IC50s of 9.6±0.9 and 0.1±0.1 µM, respectively[1].
References

[1]. Sun Y, et al. Identification of adiponectin receptor agonist utilizing a fluorescence polarization based high throughput assay. PLoS One. 2013 May 14;8(5):e63354.

[2]. Chikazawa M, et al. Identification of Functional Food Factors as β2-Adrenergic Receptor Agonists and Their Potential Roles in Skeletal Muscle. J Nutr Sci Vitaminol (Tokyo). 2018;64(1):68-74.
Density 1.1±0.1 g/cm3
Boiling Point 293.9±15.0 °C at 760 mmHg
Melting Point 132-134 °C(lit.)
Molecular Formula C11H14N2
Molecular Weight 174.242
Flash Point 131.5±20.4 °C
Exact Mass 174.115692
PSA 19.03000
LogP 1.90
Vapour Pressure 0.0±0.6 mmHg at 25°C
Index of Refraction 1.631
Storage condition Refrigerator (+4°C)
Water Solubility PRACTICALLY INSOLUBLE

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NL7525000
CHEMICAL NAME :
Indole, 3-((dimethylamino)methyl)-
CAS REGISTRY NUMBER :
87-52-5
LAST UPDATED :
199712
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C11-H14-N2
MOLECULAR WEIGHT :
174.27
WISWESSER LINE NOTATION :
T56 BMJ D1N1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
250 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NCNSA6 National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. (Washington, DC) Volume(issue)/page/year: 5,11,1953
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
122 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PSYPAG Psychopharmacologia (Berlin). (Berlin, Ger.) V.1-46, 1959-76. For publisher information, see PSCHDL. Volume(issue)/page/year: 16,385,1970
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
46 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - excitement
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 105,130,1952 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - species unspecified
DOSE/DURATION :
127 gm/kg/3W-C
TOXIC EFFECTS :
Kidney, Ureter, Bladder - changes in both tubules and glomeruli Endocrine - changes in spleen weight Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - phosphatases
REFERENCE :
TXCYAC Toxicology. (Elsevier Scientific Pub. Ireland, Ltd., POB 85, Limerick, Ireland) V.1- 1973- Volume(issue)/page/year: 18,125,1980
Hazard Codes Xi:Irritant;
Risk Phrases R36
Safety Phrases S45-S36/37/39-S26
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS NL7525000
HS Code 2933990090
HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Chemsrc provides CAS#:87-52-5 MSDS, density, melting point, boiling point, structure, formula, molecular weight, synthetic route, etc.
title: CAS No. 87-52-5 | Chemsrc address: https://www.chemsrc.com/en/baike/951687.html

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