Enclomiphene citrate

  • CAT Number: I006668
  • CAS Number: 7599-79-3
  • Molecular Formula: C32H36ClNO8
  • Molecular Weight: 598.089
  • Purity: ≥95%
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Enclomiphene citrate(CAT: I006668), also known as ICI-46476, RMI-16289, and trans-Clomiphene, is a non-steroidal estrogen receptor antagonist in the development for secondary hypogonadism in overweight men wishing to restore normal testicular function. This product is used for medical research and development.

Catalog Number I006668
CAS Number 7599-79-3
Synonyms

ICI-46476; ICI46476; ICI 46476; RMI-16289; RMI16289; RMI 16289. (E)-Clomiphene citrate; Androxal; Enclomid. Enclomiphene citrate;(E)-2-(4-(2-chloro-1,2-diphenylvinyl)phenoxy)-N,N-diethylethan-1-amine 2-hydroxypropane-1,2,3-tricarboxylate

Molecular Formula

C32H36ClNO8

Purity 95%
Target estrogen receptor antagonist
Solubility Soluble in DMSO, not in water
Storage 0 - 4°C for short term or -20 °C for long term
Overview of Clinical Research

<span style=”color:#000000;”><span style=”font-size:12px;”><span style=”font-family:arial,helvetica,sans-serif;”>Enclomiphene is an estrogen receptor antagonist.&nbsp;Enclomifene is still in pre-registration for Hypogonadism1 in European Union( in March 2019).</span></span></span>

IUPAC Name 2-[4-[(E)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethylethanamine;2-hydroxypropane-1,2,3-tricarboxylic acid
InChI InChI=1S/C26H28ClNO.C6H8O7/c1-3-28(4-2)19-20-29-24-17-15-22(16-18-24)25(21-11-7-5-8-12-21)26(27)23-13-9-6-10-14-23;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-18H,3-4,19-20H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25+;
InChIKey PYTMYKVIJXPNBD-BTKVJIOYSA-N
SMILES Cl/C(C1=CC=CC=C1)=C(C2=CC=C(OCCN(CC)CC)C=C2)C3=CC=CC=C3.O=C(CC(C(O)=O)(O)CC(O)=O)O
Reference

1:Re: Oral Enclomiphene Citrate Raises Testosterone and Preserves Sperm Counts in Obese Hypogonadal Men, Unlike Topical Testosterone: Restoration Instead of Replacement. Niederberger C.J Urol. 2017 Jan;197(1):233. doi: 10.1016/j.juro.2016.10.018. Epub 2016 Oct 15. No abstract available. PMID: 27979553<br />
2:Enclomiphene citrate for the treatment of secondary male hypogonadism. Rodriguez KM, Pastuszak AW, Lipshultz LI.Expert Opin Pharmacother. 2016 Aug;17(11):1561-7. doi: 10.1080/14656566.2016.1204294. Epub 2016 Jul 4. Review. PMID: 27337642<br />
3:Reproductive endocrinology: Oral enclomiphene citrate in obese men with hypogonadism. Kovac JR.Nat Rev Urol. 2016 Mar;13(3):133-4. doi: 10.1038/nrurol.2015.311. Epub 2016 Jan 20. No abstract available. PMID: 26787395<br />
4:Oral enclomiphene citrate raises testosterone and preserves sperm counts in obese hypogonadal men, unlike topical testosterone: restoration instead of replacement. Kim ED, McCullough A, Kaminetsky J.BJU Int. 2016 Apr;117(4):677-85. doi: 10.1111/bju.13337. Epub 2015 Oct 23. PMID: 26496621 Free Article<br />
5:Re: Enclomiphene citrate stimulates testosterone production while preventing oligospermia: a randomized phase II clinical trial comparing topical testosterone. Niederberger C.J Urol. 2015 Jun;193(6):2053-4. doi: 10.1016/j.juro.2015.03.052. Epub 2015 Mar 16. No abstract available. PMID: 25986825<br />
6:Enclomiphene citrate stimulates testosterone production while preventing oligospermia: a&nbsp;randomized phase II clinical trial comparing topical testosterone. Wiehle RD, Fontenot GK, Wike J, Hsu K, Nydell J, Lipshultz L; ZA-203 Clinical Study Group..Fertil Steril. 2014 Sep;102(3):720-7. doi: 10.1016/j.fertnstert.2014.06.004. Epub 2014 Jul 17. PMID: 25044085<br />
7:Testosterone Restoration by Enclomiphene Citrate in Men with Secondary Hypogonadism: Pharmacodynamics and Pharmacokinetics. Wiehle R, Cunningham GR, Pitteloud N, Wike J, Hsu K, Fontenot GK, Rosner M, Dwyer A, Podolski J.BJU Int. 2013 Jul 12. doi: 10.1111/bju.12363. [Epub ahead of print] PMID: 23875626 Free PMC Article<br />
8:Oral enclomiphene citrate stimulates the endogenous production of testosterone and sperm counts in men with low testosterone: comparison with testosterone gel. Kaminetsky J, Werner M, Fontenot G, Wiehle RD.J Sex Med. 2013 Jun;10(6):1628-35. doi: 10.1111/jsm.12116. Epub 2013 Mar 26. PMID: 23530575<br />
9:Direct inhibitory effect of enclomiphene citrate and estradiol on testis functions in hypophysectomized rats. Wang C, Erickson GF, Hopper B, Bsueh AJ.Biol Reprod. 1980 Apr;22(3):645-53. No abstract available. PMID: 6248140

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