859171-97-4 Usage
Description
6-IODONORDIHYDROCAPSAICIN, also known as 6-?I-?CPS, is a weak ERα agonist derived from the capsaicin molecule, which is the primary component of chili peppers. It possesses unique chemical properties and biological activities, making it a promising candidate for various applications in different industries.
Uses
Used in Pharmaceutical Industry:
6-IODONORDIHYDROCAPSAICIN is used as a weak ERα agonist for its potential therapeutic applications. It has been demonstrated to induce luciferase gene expression, which can be utilized in the development of gene therapy and other therapeutic strategies.
Used in Research and Development:
6-IODONORDIHYDROCAPSAICIN is used as a research tool for studying the mechanisms of action and potential applications of ERα agonists. Its unique properties and biological activities make it a valuable compound for investigating the role of ERα in various physiological and pathological processes.
Used in Drug Discovery:
6-IODONORDIHYDROCAPSAICIN can be used as a lead compound in drug discovery efforts, particularly for the development of new therapeutic agents targeting the estrogen receptor alpha (ERα). Its weak agonistic activity and unique chemical structure can provide insights into the design and optimization of novel ERα modulators with improved efficacy and safety profiles.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 859171-97-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,5,9,1,7 and 1 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 859171-97:
(8*8)+(7*5)+(6*9)+(5*1)+(4*7)+(3*1)+(2*9)+(1*7)=214
214 % 10 = 4
So 859171-97-4 is a valid CAS Registry Number.
InChI:InChI=1/C17H26INO3/c1-3-4-5-6-7-8-9-17(21)19-12-13-10-16(22-2)15(20)11-14(13)18/h10-11,20H,3-9,12H2,1-2H3,(H,19,21)
859171-97-4Relevant articles and documents
Synthesis, photolysis studies and in vitro photorelease of caged TRPV1 agonists and antagonists
Van Ryssen, Michael P.,Avlonitis, Nicolaos,Giniatullin, Rashid,McDougall, Craig,Carr, James L.,Stanton-Humphreys, Megan N.,Borgstroem, Emma L. A.,Brown, C. Tom A.,Fayuk, Dmitriy,Surin, Alexander,Niittykoski, Minna,Khiroug, Leonard,Conway, Stuart J.
experimental part, p. 4695 - 4707 (2009/12/08)
The synthesis of a range of caged TRPV1 agonists and antagonists is reported. The photolysis characteristics of these compounds, when irradiated with a 355 nm laser, have been studied and in all cases the desired compound was produced. Photolysis of a caged TRPV1 agonist in cultured trigeminal neurons produced responses that were consistent with the activation of TRPV1 receptors.
