ChemicalBook--->CAS DataBase List--->859171-97-4

859171-97-4

859171-97-4 Structure

859171-97-4 Structure
IdentificationBack Directory
[Name]

6-IODONORDIHYDROCAPSAICIN
[CAS]

859171-97-4
[Synonyms]

6'-Iodononivamide
6-IODONORDIHYDROCAPSAICIN
6-IODONORDIHYDROCAPSAICIN USP/EP/BP
[Molecular Formula]

C17H26INO3
[MDL Number]

MFCD09878233
[MOL File]

859171-97-4.mol
[Molecular Weight]

419.3
Chemical PropertiesBack Directory
[storage temp. ]

2-8°C
[solubility ]

H2O: insoluble
[form ]

solid
[color ]

white
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

6-?iodonordihydrocapsaicin (6-?I-?CPS) is a weak ERα agonist. It was demonstrated to induce luciferase gene expression.
[Definition]

ChEBI: N-[(4-hydroxy-2-iodo-5-methoxyphenyl)methyl]nonanamide is a member of phenols and a member of methoxybenzenes.
[Biological Activity]

the vanilloid trpv1 receptor, also known as vr1 receptor, belongs to the large family of ‘transient receptor potential’ (trp). trpv1 functions as a molecular integrator of nociceptive stimuli, including heat, protons and plant toxins, and is most abundant in peripheral sensory fibers of the c and ad type. 6-iodo-nordihydrocapsaicin is a potent trpv1 antagonist.
[in vitro]

using human recombinant trpv1, 6-iodonordihydrocapsaicin (ic50=10 nm against 100 nm capsaicin) was about four times more potent than the prototypical trpv1 antagonist, capsazepine [1].
[in vivo]

6-iodonordihydrocapsaicin was tested against capsaicin also on native trpv1 in: (i) rat dorsal root ganglion neurons in culture; (ii) guinea-pig urinary bladder; and (iii) guinea-pig bronchi. in all cases, except for the guineapig bronchi, the compound was significantly more potent than capsazepine as a trpv1 antagonist [1].
[IC 50]

10 nm against 100 nm capsaicin
[References]

[1] appendino g, harrison s, de petrocellis l, daddario n, bianchi f, schiano moriello a, trevisani m, benvenuti f, geppetti p, di marzo v. halogenation of a capsaicin analogue leads to novel vanilloid trpv1 receptor antagonists. br j pharmacol. 2003 aug;139(8):1417-24.
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