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MedKoo Cat#: 598883 | Name: Lilopristone

Description:

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

Lilopristone is a progesterone antagonist.

Chemical Structure

Lilopristone
Lilopristone
CAS#97747-88-1

Theoretical Analysis

MedKoo Cat#: 598883

Name: Lilopristone

CAS#: 97747-88-1

Chemical Formula: C29H37NO3

Exact Mass: 447.2773

Molecular Weight: 447.61

Elemental Analysis: C, 77.82; H, 8.33; N, 3.13; O, 10.72

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Lilopristone; ZK 98.734; ZK-98.734; ZK98.734; Lilopristona; Lilopristonum; Propylmesterolone;
IUPAC/Chemical Name
(8S,11R,13S,14S,17R)-11-(4-(dimethylamino)phenyl)-17-hydroxy-17-((Z)-3-hydroxyprop-1-en-1-yl)-13-methyl-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one
InChi Key
RCOWGILQXUPXEW-FUSOFXSQSA-N
InChi Code
InChI=1S/C29H37NO3/c1-28-18-25(19-5-8-21(9-6-19)30(2)3)27-23-12-10-22(32)17-20(23)7-11-24(27)26(28)13-15-29(28,33)14-4-16-31/h4-6,8-9,14,17,24-26,31,33H,7,10-13,15-16,18H2,1-3H3/b14-4-/t24-,25+,26-,28-,29-/m0/s1
SMILES Code
C[C@@]12[C@@](/C=C\CO)(O)CC[C@@]1([H])[C@]3([H])CCC4=CC(CCC4=C3[C@@H](C5=CC=C(N(C)C)C=C5)C2)=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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 447.61 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: Puri CP, Patil RK, Kholkute SD, Elger WA, Swamy XR. Progesterone antagonist lilopristone: a potent abortifacient in the common marmoset. Am J Obstet Gynecol. 1989 Jul;161(1):248-53. PubMed PMID: 2502015. 2: Puri CP, Katkam RR, D'Souza A, Elger WA, Patil RK. Effects of progesterone antagonist, lilopristone (ZK 98.734), on induction of menstruation, inhibition of nidation, and termination of pregnancy in bonnet monkeys. Biol Reprod. 1990 Sep;43(3):437-43. Erratum in: Biol Reprod 1990 Oct;43(4):following 717. PubMed PMID: 2271724. 3: Yu C, Zhang H, Hong YC, Bao CY, Wu ZY, Ding XC. [Determination of the progesterone antagonist lilopristone in serum by RP-HPLC]. Yao Xue Xue Bao. 1995;30(6):449-53. Chinese. PubMed PMID: 7572183. 4: Li MJ, Li JJ, Zhao XB, Zhang MJ, Wang W. [Influence of mifepristone and lilopristone on proliferation and expression of nuclear factor-kappa B of ectopic stromal cells in vitro]. Zhonghua Fu Chan Ke Za Zhi. 2005 Jan;40(1):21-4. Chinese. PubMed PMID: 15774087. 5: Jang GR, Benet LZ. Cytochrome P4503A4-mediated N-demethylation of the antiprogestins lilopristone and onapristone. Drug Metab Dispos. 1997 Oct;25(10):1119-22. PubMed PMID: 9321513. 6: Hegele-Hartung C, Mootz U, Beier HM. Luteal control of endometrial receptivity and its modification by progesterone antagonists. Endocrinology. 1992 Nov;131(5):2446-60. PubMed PMID: 1425442. 7: Elliott CL, Kelly RW, Critchley HO, Riley SC, Calder AA. Regulation of interleukin 8 production in the term human placenta during labor and by antigestagens. Am J Obstet Gynecol. 1998 Jul;179(1):215-20. PubMed PMID: 9704790. 8: Poyser NL, Forcelledo ML. A comparison of the pregnancy-terminating potencies of three anti-progestins in guinea-pigs, and the effects of sulprostone. Prostaglandins Leukot Essent Fatty Acids. 1994 May;50(5):245-7. PubMed PMID: 8066099. 9: Bygdeman M, Danielsson KG, Swahn ML. The possible use of antiprogestins for contraception. Acta Obstet Gynecol Scand Suppl. 1997;164:75-7. PubMed PMID: 9225644. 10: Jang GR, Benet LZ. Antiprogestin-mediated inactivation of cytochrome P450 3A4. Pharmacology. 1998 Mar;56(3):150-7. PubMed PMID: 9532615. 11: Jang GR, Benet LZ. Antiprogestin pharmacodynamics, pharmacokinetics, and metabolism: implications for their long-term use. J Pharmacokinet Biopharm. 1997 Dec;25(6):647-72. Review. PubMed PMID: 9697076. 12: Van Look PF, von Hertzen H. Clinical uses of antiprogestogens. Hum Reprod Update. 1995 Jan;1(1):19-34. Review. PubMed PMID: 9080204. 13: Beier HM, Hegele-Hartung C, Mootz U, Beier-Hellwig K. Modification of endometrial cell biology using progesterone antagonists to manipulate the implantation window. Hum Reprod. 1994 Jun;9 Suppl 1:98-115. PubMed PMID: 7962476. 14: Taylor JA, Forsyth IA, Wang MW. Activity of progesterone and anti-progestins in a rat mammary primary cell culture system. J Steroid Biochem Mol Biol. 1996 Apr;58(1):117-21. PubMed PMID: 8809193. 15: Healy DL. Clinical status of antiprogesterone steroids. Clin Reprod Fertil. 1985 Dec;3(4):277-96. Review. PubMed PMID: 3006902. 16: Sergeev PV, Kareva EN, Tkacheva NIu, Vysotskiĭ MM. [Antiprogestins]. Probl Endokrinol (Mosk). 1994 May-Jun;40(3):52-4. Review. Russian. PubMed PMID: 8073007. 17: Chwalisz K. The use of progesterone antagonists for cervical ripening and as an adjunct to labour and delivery. Hum Reprod. 1994 Jun;9 Suppl 1:131-61. Review. PubMed PMID: 7962460. 18: Rechberger T, Abramson SR, Woessner JF Jr. Onapristone and prostaglandin E2 induction of delivery in the rat in late pregnancy: a model for the analysis of cervical softening. Am J Obstet Gynecol. 1996 Sep;175(3 Pt 1):719-23. PubMed PMID: 8828440. 19: Fuentealba B, Salvatierra AM, Croxatto HB. [Anti-progestins and contraception]. Adv Contracept. 1994 Jul;10 Suppl 1:61-8. Review. Spanish. PubMed PMID: 7839873. 20: Psychoyos A. Antiprogestins and egg-implantation. Prog Clin Biol Res. 1989;294:289-94. PubMed PMID: 2726969.

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