Ulipristal acetate
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MedKoo CAT#: 319944

CAS#: 126784-99-4

Description: Ulipristal acetate, also known as CDB-2914, is a selective progesterone receptor modulator (SPRM) approved for contraception, and for uterine fibroid. As a SPRM, ulipristal acetate has partial agonistic as well as antagonistic effects on the progesterone receptor. It also binds to the glucocorticoid receptor, but is only a weak antiglucocorticoid relative to mifepristone, and has no relevant affinity to the estrogen, androgen and mineralocorticoid receptors.


Price and Availability

Size Price Shipping out time Quantity
100mg USD 190 Same day
200mg USD 350 Same day
500mg USD 550 Same day
1g USD 850 Same day
2g USD 1250 Same day
5g USD 2250 Same day
10g USD 2950 Same day
Inquire bulk and customized quantity

Pricing updated 2020-10-22. Prices are subject to change without notice.

Ulipristal acetate, purity > 98%, is in stock. The same day shipping after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 319944
Name: Ulipristal acetate
CAS#: 126784-99-4
Chemical Formula: C30H37NO4
Exact Mass: 475.2723
Molecular Weight: 475.629
Elemental Analysis: C, 75.76; H, 7.84; N, 2.94; O, 13.46


Synonym: CDB-2914, CDB 2914, CDB2914, HRP-2000, HRP 2000, HRP2000, VA2914, VA-2914, VA 2914, RTI 3021-012, RU 44675, Ulipristal acetate, EllaOne, Ella, Esmya

IUPAC/Chemical Name: (8S,11R,13S,14S,17R)-17-acetyl-11-(4-(dimethylamino)phenyl)-13-methyl-3-oxo-2,3,6,7,8,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl acetate

InChi Key: OOLLAFOLCSJHRE-ZHAKMVSLSA-N

InChi Code: InChI=1S/C30H37NO4/c1-18(32)30(35-19(2)33)15-14-27-25-12-8-21-16-23(34)11-13-24(21)28(25)26(17-29(27,30)3)20-6-9-22(10-7-20)31(4)5/h6-7,9-10,16,25-27H,8,11-15,17H2,1-5H3/t25-,26+,27-,29-,30-/m0/s1

SMILES Code: CC([C@@]1(OC(C)=O)CC[C@@]2([H])[C@]3([H])CCC4=CC(CCC4=C3[C@@H](C5=CC=C(N(C)C)C=C5)C[C@]12C)=O)=O


Technical Data

Appearance:
White to off-white solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Certificate of Analysis:

Safety Data Sheet (SDS):

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


References

1: Sancho JM, Delgado VS, Valero MJ, Soteras MG, Amate VP, Carrascosa AA. Hysteroscopic myomectomy outcomes after 3-month treatment with either Ulipristal Acetate or GnRH analogues: a retrospective comparative study. Eur J Obstet Gynecol Reprod Biol. 2016 Mar;198:127-30. doi: 10.1016/j.ejogrb.2016.01.014. Epub 2016 Jan 21. Review. PubMed PMID: 26871272.

2: Rosato E, Farris M, Bastianelli C. Mechanism of Action of Ulipristal Acetate for Emergency Contraception: A Systematic Review. Front Pharmacol. 2016 Jan 12;6:315. doi: 10.3389/fphar.2015.00315. eCollection 2015. Review. PubMed PMID: 26793107; PubMed Central PMCID: PMC4709420.

3: Puchar A, Luton D, Koskas M. Ulipristal acetate for uterine fibroid-related symptoms. Drugs Today (Barc). 2015 Nov;51(11):661-7. doi: 10.1358/dot.2015.51.11.2413469. Review. PubMed PMID: 26744741.

4: Jatlaoui TC, Riley H, Curtis KM. Safety data for levonorgestrel, ulipristal acetate and Yuzpe regimens for emergency contraception. Contraception. 2016 Feb;93(2):93-112. doi: 10.1016/j.contraception.2015.11.001. Epub 2015 Nov 3. Review. PubMed PMID: 26546020.

5: Trefoux Bourdet A, Luton D, Koskas M. Clinical utility of ulipristal acetate for the treatment of uterine fibroids: current evidence. Int J Womens Health. 2015 Mar 26;7:321-30. doi: 10.2147/IJWH.S50016. eCollection 2015. Review. PubMed PMID: 25848323; PubMed Central PMCID: PMC4381886.

6: Tafi E, Scala C, Leone Roberti Maggiore U, Bizzarri N, Candiani M, Venturini PL, Ferrero S. Drug safety evaluation of ulipristal acetate in the treatment of uterine fibroids. Expert Opin Drug Saf. 2015 Jun;14(6):965-77. doi: 10.1517/14740338.2015.1021773. Epub 2015 Mar 14. Review. PubMed PMID: 25772793.

7: Galliano D. Ulipristal acetate in uterine fibroids. Fertil Steril. 2015 Feb;103(2):359-60. doi: 10.1016/j.fertnstert.2014.11.028. Epub 2014 Dec 30. Review. PubMed PMID: 25555419.

8: Pérez-López FR. Ulipristal acetate in the management of symptomatic uterine fibroids: facts and pending issues. Climacteric. 2015 Apr;18(2):177-81. doi: 10.3109/13697137.2014.981133. Epub 2014 Nov 12. Review. PubMed PMID: 25390187.

9: Pohl O, Zobrist RH, Gotteland JP. The clinical pharmacology and pharmacokinetics of ulipristal acetate for the treatment of uterine fibroids. Reprod Sci. 2015 Apr;22(4):476-83. doi: 10.1177/1933719114549850. Epub 2014 Sep 16. Review. PubMed PMID: 25228633; PubMed Central PMCID: PMC4812693.

10: Glasier A. The rationale for use of Ulipristal Acetate as first line in emergency contraception: biological and clinical evidence. Gynecol Endocrinol. 2014 Oct;30(10):688-90. doi: 10.3109/09513590.2014.950645. Epub 2014 Aug 18. Review. PubMed PMID: 25133564.

11: Goldstajn MS, Baldani DP, Skrgatić L, Radaković B, Vrbić H, Canić T. Ulipristal acetate in emergency contraception. Coll Antropol. 2014 Mar;38(1):379-84. Review. PubMed PMID: 24851646.

12: Ulipristal Acetate (Fibristal) (5 mg Tablets): Treatment of Moderate to Severe Signs and Symptoms of Uterine Fibroids in Adult Women of Reproductive Age Who are Eligible for Surgery. The Duration of Treatment is Limited to Three Months [Internet]. Ottawa (ON): Canadian Agency for Drugs and Technologies in Health; 2013 Dec. Available from http://www.ncbi.nlm.nih.gov/books/NBK195457/ PubMed PMID: 24741734.

13: Delev DP. Ulipristal acetate--a review of the new therapeutic indications and future prospects. Folia Med (Plovdiv). 2013 Jul-Dec;55(3-4):5-10. Review. PubMed PMID: 24712276.

14: Biglia N, Carinelli S, Maiorana A, D'Alonzo M, Lo Monte G, Marci R. Ulipristal acetate: a novel pharmacological approach for the treatment of uterine fibroids. Drug Des Devel Ther. 2014 Feb 20;8:285-92. doi: 10.2147/DDDT.S54565. eCollection 2014. Review. PubMed PMID: 24591818; PubMed Central PMCID: PMC3934585.

15: Mozzanega B, Gizzo S, Di Gangi S, Cosmi E, Nardelli GB. Ulipristal acetate: critical review about endometrial and ovulatory effects in emergency contraception. Reprod Sci. 2014 Jun;21(6):678-85. doi: 10.1177/1933719113519178. Epub 2014 Jan 18. Review. PubMed PMID: 24440997.

16: Monleón Sancho J, Romaguera E, Romero A, Higueras G, Morcillo I, Fuster S. [Ulipristal acetate, 5mg: a new alternative]. Med Clin (Barc). 2013 Jul;141 Suppl 1:40-6. doi: 10.1016/S0025-7753(13)70052-6. Review. Spanish. PubMed PMID: 24314567.

17: Szamatowicz M, Kotarski J. [Selective progesterone receptor modulator (ulipristal acetate--a new option in the pharmacological treatment of uterine fibroids in women]. Ginekol Pol. 2013 Mar;84(3):219-22. Review. Polish. PubMed PMID: 23700851.

18: Talaulikar VS, Manyonda IT. Ulipristal acetate: a novel option for the medical management of symptomatic uterine fibroids. Adv Ther. 2012 Aug;29(8):655-63. doi: 10.1007/s12325-012-0042-8. Epub 2012 Aug 16. Review. PubMed PMID: 22903240.

19: Wilton JM. Ulipristal acetate: the newest emergency contraceptive. Nurs Womens Health. 2012 Aug-Sep;16(4):331-5. doi: 10.1111/j.1751-486X.2012.01752.x. Review. PubMed PMID: 22900810.

20: Martinez AM, Thomas MA. Ulipristal acetate as an emergency contraceptive agent. Expert Opin Pharmacother. 2012 Sep;13(13):1937-42. doi: 10.1517/14656566.2012.705832. Epub 2012 Jul 7. Review. PubMed PMID: 22770536.