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MedKoo Cat#: 540082 | Name: Clomiphene citrate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Clomiphene citrate is selective estrogen receptor modulator (SERM) and functional inhibitors of acid sphingomyelinase (FIASMA) used for in vitro fertilization. It inhibits estrogen receptors in the hypothalamus, upregulating release of LH and FSH.

Chemical Structure

Clomiphene citrate
Clomiphene citrate
CAS#50-41-9 (citrate)

Theoretical Analysis

MedKoo Cat#: 540082

Name: Clomiphene citrate

CAS#: 50-41-9 (citrate)

Chemical Formula: C32H36ClNO8

Exact Mass: 0.0000

Molecular Weight: 598.08

Elemental Analysis: C, 64.26; H, 6.07; Cl, 5.93; N, 2.34; O, 21.40

Price and Availability

Size Price Availability Quantity
5g USD 750.00 2 Weeks
10g USD 1,250.00 2 Weeks
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Related CAS #
911-45-5 (free base) 50-41-9 (citrate)
Synonym
Clomifene citrate; Zuclomiphene citrate; cis-Clomiphene citrate; Clomid; MER-41; MER41; MER 41; MRL-41; MRL41; MRL41; NSC-35770; NSC35770; NSC 35770
IUPAC/Chemical Name
(Z)-2-(4-(2-chloro-1,2-diphenylvinyl)phenoxy)-N,N-diethylethan-1-amine 2-hydroxypropane-1,2,3-tricarboxylate
InChi Key
PYTMYKVIJXPNBD-OQKDUQJOSA-N
InChi Code
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-;
SMILES Code
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
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 598.08 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: El Refaeey A, Selem A, Badawy A. Combined coenzyme Q10 and clomiphene citrate for ovulation induction in clomiphene-citrate-resistant polycystic ovary syndrome. Reprod Biomed Online. 2014 Jul;29(1):119-24. doi: 10.1016/j.rbmo.2014.03.011. Epub 2014 Mar 26. PubMed PMID: 24813752. 2: Roth LW, Ryan AR, Meacham RB. Clomiphene citrate in the management of male infertility. Semin Reprod Med. 2013 Jul;31(4):245-50. doi: 10.1055/s-0033-1345271. Epub 2013 Jun 17. Review. PubMed PMID: 23775379. 3: Liu A, Zheng C, Lang J, Chen W. Letrozole versus clomiphene citrate for unexplained infertility: a systematic review and meta-analysis. J Obstet Gynaecol Res. 2014 May;40(5):1205-16. doi: 10.1111/jog.12393. Review. PubMed PMID: 24754848. 4: Ramasamy R, Scovell JM, Kovac JR, Lipshultz LI. Testosterone supplementation versus clomiphene citrate for hypogonadism: an age matched comparison of satisfaction and efficacy. J Urol. 2014 Sep;192(3):875-9. doi: 10.1016/j.juro.2014.03.089. Epub 2014 Mar 21. PubMed PMID: 24657837. 5: Derksen L, Tournaye H, Stoop D, Van Vaerenbergh I, Bourgain C, Polyzos NP, Haentjens P, Blockeel C. Impact of clomiphene citrate during ovarian stimulation on the luteal phase after GnRH agonist trigger. Reprod Biomed Online. 2014 Mar;28(3):359-68. doi: 10.1016/j.rbmo.2013.10.019. Epub 2013 Oct 31. PubMed PMID: 24456700. 6: Yapca OE, Delibas IB, Karaca I, Kumtepe Y, Kadanali S. Time-limited hydrotubation combined with clomiphene citrate treatment for unexplained infertility. Clin Exp Obstet Gynecol. 2015;42(3):311-4. PubMed PMID: 26152000. 7: Moolenaar LM, Nahuis MJ, Hompes PG, van der Veen F, Mol BW. Cost-effectiveness of treatment strategies in women with PCOS who do not conceive after six cycles of clomiphene citrate. Reprod Biomed Online. 2014 May;28(5):606-13. doi: 10.1016/j.rbmo.2014.01.014. Epub 2014 Feb 8. PubMed PMID: 24656560. 8: Ubaid-Ur-Rehman, Ali S, Ahmad N, Khanum SA, Zubair M. Ovulation induction in pre-pubertal Sahiwal-Friesian cross bred heifers by the use of clomiphene citrate and hCG. Anim Reprod Sci. 2014 Oct;149(3-4):141-4. doi: 10.1016/j.anireprosci.2014.07.019. Epub 2014 Jul 27. PubMed PMID: 25104473. 9: Practice Committee of the American Society for Reproductive Medicine. Use of clomiphene citrate in infertile women: a committee opinion. Fertil Steril. 2013 Aug;100(2):341-8. doi: 10.1016/j.fertnstert.2013.05.033. Epub 2013 Jun 27. PubMed PMID: 23809505. 10: Leanza V, Coco L, Grasso F, Leanza G, Zarbo G, Palumbo M. Ovulation induction with clomiphene citrate and metformin in women with polycystic ovary syndrome. Minerva Ginecol. 2014 Jun;66(3):299-301. PubMed PMID: 24971785. 11: Rozen TD. Clomiphene citrate as a preventive treatment for intractable chronic cluster headache: a second reported case with long-term follow-up. Headache. 2015 Apr;55(4):571-4. doi: 10.1111/head.12491. Epub 2015 Mar 31. PubMed PMID: 25828543. 12: Saha J, Akhter S, Prasad I, Siddiq S. Comparison of Success of Clomiphene citrate and Letrozole in Ovulation Induction. Mymensingh Med J. 2016 Jan;25(1):66-71. PubMed PMID: 26931252. 13: Abdelazim IA, Makhlouf HH. Sequential clomiphene citrate/hMG versus hMG for ovulation induction in clomiphene citrate-resistant women. Arch Gynecol Obstet. 2013 Mar;287(3):591-7. doi: 10.1007/s00404-012-2597-7. Epub 2012 Oct 19. PubMed PMID: 23080548. 14: Nahid L, Sirous K. Comparison of the effects of letrozole and clomiphene citrate for ovulation induction in infertile women with polycystic ovary syndrome. Minerva Ginecol. 2012 Jun;64(3):253-8. PubMed PMID: 22635021. 15: Sharma S, Ghosh S, Singh S, Chakravarty A, Ganesh A, Rajani S, Chakravarty BN. Congenital malformations among babies born following letrozole or clomiphene for infertility treatment. PLoS One. 2014 Oct 1;9(10):e108219. doi: 10.1371/journal.pone.0108219. eCollection 2014. PubMed PMID: 25272289; PubMed Central PMCID: PMC4182712. 16: Xi W, Liu S, Mao H, Yang Y, Xue X, Lu X. Use of letrozole and clomiphene citrate combined with gonadotropins in clomiphene-resistant infertile women with polycystic ovary syndrome: a prospective study. Drug Des Devel Ther. 2015 Nov 11;9:6001-8. doi: 10.2147/DDDT.S83259. eCollection 2015. PubMed PMID: 26648691; PubMed Central PMCID: PMC4651359. 17: Niederberger C. Re: clomiphene citrate in the management of male infertility. J Urol. 2014 Mar;191(3):753. doi: 10.1016/j.juro.2013.11.072. Epub 2013 Dec 2. PubMed PMID: 24522065. 18: Kamenov Z, Kolarov G, Gateva A, Carlomagno G, Genazzani AD. Ovulation induction with myo-inositol alone and in combination with clomiphene citrate in polycystic ovarian syndrome patients with insulin resistance. Gynecol Endocrinol. 2015 Feb;31(2):131-5. doi: 10.3109/09513590.2014.964640. Epub 2014 Sep 26. PubMed PMID: 25259724. 19: Holka-Pokorska J, Piróg-Balcerzak A, Stefanowicz A. ["Mid-stimulation psychosis" in the course of in vitro fertilization procedure with the use of clomiphene citrate and bromocriptine - case study]. Psychiatr Pol. 2014 Sep-Oct;48(5):901-16. Polish. PubMed PMID: 25639012. 20: Brown J, Farquhar C. Clomiphene and other antioestrogens for ovulation induction in polycystic ovarian syndrome. Cochrane Database Syst Rev. 2016 Dec 15;12:CD002249. doi: 10.1002/14651858.CD002249.pub5. Review. PubMed PMID: 27976369.