2-Iodomelatonin

Modify Date: 2024-01-02 21:56:49

2-Iodomelatonin Structure
2-Iodomelatonin structure
 Common Name 2-Iodomelatonin
CAS Number 93515-00-5 Molecular Weight 358.17500
Density 1.63g/cm3 Boiling Point 574.5ºC at 760mmHg
Molecular Formula C13H15IN2O2 Melting Point N/A
MSDS N/A Flash Point 301.3ºC
Purity Quantity Budget Inquiry

 Use of 2-Iodomelatonin


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].

 Names

Name N-[2-(2-iodo-5-methoxy-1H-indol-3-yl)ethyl]acetamide
Synonym More Synonyms

 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
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%

 Synonyms

ML2
Tocris-0737
IODOMELATONIN
Lopac-I-1899
2-Iodomelatonin
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