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2-(4-Methyl-1H-imidazol-5-yl)ethanamine

Names

[ CAS No. ]:
36507-31-0

[ Name ]:
2-(4-Methyl-1H-imidazol-5-yl)ethanamine

[Synonym ]:
4-Methylhistamine
4-(2-aminoethyl)-5-methyl-1H-imidazole
2-(5-methyl-1(3)H-imidazol-4-yl)-ethylamine
2-(5-methyl-1H-imidazol-4-yl)ethanamine
5-Methylhistamine
2-(5-methyl-1H-imidazol-4-yl)-ethylamine
5(4)-Methylhistamine
1H-Imidazo-4-ethanamine,5-methyl
2-(5-methyl-4-imidazolyl)ethylamine
IMIDAZOLE,4-(2-AMINOETHYL)-5-METHYL
1H-Imidazole-4-ethanamine,5-methyl
2-(5-Methyl-1(3)H-imidazol-4-yl)-aethylamin

Biological Activity

[Description]:

4-Methylhistamine is a potent agonist of histamine 4 receptor (H4R). 4-Methylhistamine has the potential for the research of immune-related diseases such as cancer and autoimmune disorders[1][2].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Immunology/Inflammation >> Histamine Receptor
Research Areas >> Inflammation/Immunology
Signaling Pathways >> GPCR/G Protein >> Histamine Receptor

[References]

[1]. Ahmad SF, et al. Stimulation of the histamine 4 receptor with 4-methylhistamine modulates the effects of chronic stress on the Th1/Th2 cytokine balance. Immunobiology. 2015;220(3):341-349.  

[2]. Kim CH, et al. Inhibitory Effect of Imiquimod-Induced Psoriasis-Like Skin Inflammation in Mice by Histamine H4 Receptor Agonist 4-Methylhistamine. Scand J Immunol. 2016 Jun;83(6):409-17.  

Chemical & Physical Properties

[ Density]:
1.1g/cm3

[ Boiling Point ]:
345ºC at 760mmHg

[ Molecular Formula ]:
C6H11N3

[ Molecular Weight ]:
125.17

[ Flash Point ]:
189.3ºC

[ Exact Mass ]:
125.09500

[ PSA ]:
54.70000

[ LogP ]:
0.91960

[ Storage condition ]:
2-8°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NI3505600
CHEMICAL NAME :
Imidazole, 4-(2-aminoethyl)-5-methyl-
CAS REGISTRY NUMBER :
36507-31-0
LAST UPDATED :
198708
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C6-H11-N3
MOLECULAR WEIGHT :
125.20
WISWESSER LINE NOTATION :
T5M CNJ D2Z E1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Human Cells - not otherwise specified
DOSE/DURATION :
100 umol/L
REFERENCE :
JIDEAE Journal of Investigative Dermatology. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1938- Volume(issue)/page/year: 65,400,1975

Safety Information

[ Hazard Codes ]:
Xi

[ HS Code ]:
2933290090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933290090

[ Summary ]:
2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%