2-Iodomelatonin

Names

[ Name ]:
2-Iodomelatonin

[Synonym ]:
ML2
Tocris-0737
IODOMELATONIN
Lopac-I-1899
2-Iodomelatonin

Biological Activity

[Description]:

2-Iodomelatonin is a potent agonist of melatonin receptor 1 (MT1) with a Ki value of 28 pM, it is more 5-fold selective for MT1 over MT2[1]. 2-iodomelatonin can be used to identify, characterize and localize melatonin binding sites in the brain and peripheral tissues[1].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> Melatonin Receptor

Research Areas >> Others

Signaling Pathways >> GPCR/G Protein >> Melatonin Receptor

[In Vitro]

2-iodomelatonin (0-7.5 μM; 18 hours) shares the protective properties of melatonin, it inhibits cell death of mutant htt ST14A and inhibits the increase in Rip2 expression in stressed mutant htt ST14A cells[2]. Cell Viability Assay[2] Cell Line: Mutant htt ST14A cell Concentration: 0 μM; 1 μM; 5 μM; 7.5 μM Incubation Time: 18 hours Result: Inhibited mutant htt ST14A cell death.

[References]

[1]. Tomkinson A, et al. A murine IL-4 receptor antagonist that inhibits IL-4- and IL-13-induced responses prevents antigen-induced airway eosinophilia and airway hyperresponsiveness. J Immunol. 2001 May 1;166(9):5792-800.

[2]. Wang X, et al. The melatonin MT1 receptor axis modulates mutant Huntingtin-mediated toxicity.J Neurosci. 2011 Oct 12;31(41):14496-507.

Chemical & Physical Properties

[ Density]:
1.63g/cm3

[ Boiling Point ]:
574.5ºC at 760mmHg

[ Molecular Formula ]:
C₁₃H₁₅IN₂O₂

[ Molecular Weight ]:
358.17500

[ Flash Point ]:
301.3ºC

[ Exact Mass ]:
358.01800

[ PSA ]:
54.12000

[ LogP ]:
2.85060

[ Index of Refraction ]:
1.654

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AC4376000

CHEMICAL NAME :: Acetamide, N-(2-(2-iodo-5-methoxy-1H-indol-3-yl)ethyl)-

CAS REGISTRY NUMBER :: 93515-00-5

LAST UPDATED :: 199406

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C13-H15-I-N2-O2

MOLECULAR WEIGHT :: 358.20

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: LIFSAK Life Sciences. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1-8, 1962-69; V.14- 1974- Volume(issue)/page/year: 53,1357,1993

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: LIFSAK Life Sciences. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1-8, 1962-69; V.14- 1974- Volume(issue)/page/year: 53,1357,1993

Safety Information

[ WGK Germany ]:
3

[ RTECS ]:
AC4376000

[ HS Code ]:
2933990090

Customs

[ 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%