Carboprost methyl

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

MedKoo CAT#: 462868

CAS#: 35700-21-1 (methylated)

Description: Carboprost methyl is a synthetic prostaglandin analogue of PGF2α with oxytocic properties. Its main use is in the obstetrical emergency of postpartum hemorrhage which reduces postpartum bleeding during these circumstances. It is also a potent uterine stimulant and abortifacient.

Chemical Structure

img
Carboprost methyl
CAS# 35700-21-1 (methylated)
Instruction

Theoretical Analysis

MedKoo Cat#: 462868
Name: Carboprost methyl
CAS#: 35700-21-1 (methylated)
Chemical Formula: C22H38O5
Exact Mass: 382.27
Molecular Weight: 382.541
Elemental Analysis: C, 69.08; H, 10.01; O, 20.91

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Related CAS #: 35700-21-1 (methylated); 35700-23-3 (demethylated)  

Synonym: Methyl carboprost; U 36384; U-36,384;

IUPAC/Chemical Name: methyl (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-hydroxy-3-methyloct-1-en-1-yl)cyclopentyl)hept-5-enoate

InChi Key: QQCOAAFKJZXJFP-XAYIDPIISA-N

InChi Code: InChI=1S/C22H38O5/c1-4-5-10-14-22(2,26)15-13-18-17(19(23)16-20(18)24)11-8-6-7-9-12-21(25)27-3/h6,8,13,15,17-20,23-24,26H,4-5,7,9-12,14,16H2,1-3H3/b8-6-,15-13+/t17-,18-,19+,20-,22+/m1/s1

SMILES Code: CCCCC[C@](O)(/C=C/[C@H]1[C@@H](C[C@@H]([C@@H]1C/C=C\CCCC(OC)=O)O)O)C

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: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 382.54 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Duan H, Hao M, Wang SM, Meng YJ, Wang Y, Yuan R, Xue X, Yang Q, Lin J, He YL, Shi YL, Liu JH, Wang X, Wang S. [Clinical multicenter study of carboprost methylate suppository for cervical ripening prior to diagnostic hysteroscopy]. Zhonghua Fu Chan Ke Za Zhi. 2018 Sep 25;53(9):602-607. Chinese. doi: 10.3760/cma.j.issn.0529-567x.2018.09.004. PMID: 30293295.

2: Tang PP, Hu HY, Gao JS, Hu J, Zhong YF, Wang T, Song YN, Zhou XY, Yang JQ, Liu JT, Pan J, Shi HF. [Evaluation of efficacy and safety of pelvic arterial embolization in women with primary postpartum hemorrhage]. Zhonghua Fu Chan Ke Za Zhi. 2016 Feb;51(2):81-6. Chinese. doi: 10.3760/cma.j.issn.0529-567X.2016.02.001. PMID: 26917474.

3: Quan ZF, Tian M, Chi P. Large doses of uterotonic drugs caused type II second degree sinoatrial block during cesarean section. Int J Clin Pharmacol Ther. 2016 Jan;54(1):62-4. doi: 10.5414/CP202453. PMID: 26636420.

4: Yin L, Meng X, Zhou X, Zhang T, Sun H, Yang Z, Yang B, Xiao N, Fawcett JP, Yang Y, Gu J. Simultaneous determination of carboprost methylate and its active metabolite carboprost in dog plasma by liquid chromatography-tandem mass spectrometry with positive/negative ion-switching electrospray ionization and its application to a pharmacokinetic study. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Aug 15;998-999:8-14. doi: 10.1016/j.jchromb.2015.05.039. Epub 2015 Jun 25. PMID: 26149245.

5: Hou SP, Chen OJ, Huang LH, Cheng LN, Teng YC. Medical methods for cervical ripening before the removal of intrauterine devices in postmenopausal women: a systematic review. Eur J Obstet Gynecol Reprod Biol. 2013 Jul;169(2):130-42. doi: 10.1016/j.ejogrb.2013.02.018. Epub 2013 Mar 14. PMID: 23497958.

6: Zou LY, Fan L. [Induced termination of second and third trimester pregnancy in women with scarred uterus]. Zhonghua Fu Chan Ke Za Zhi. 2010 Jan;45(1):17-21. Chinese. PMID: 20367920.

7: Vaid A, Dadhwal V, Mittal S, Deka D, Misra R, Sharma JB, Vimla N. A randomized controlled trial of prophylactic sublingual misoprostol versus intramuscular methyl-ergometrine versus intramuscular 15-methyl PGF2alpha in active management of third stage of labor. Arch Gynecol Obstet. 2009 Dec;280(6):893-7. doi: 10.1007/s00404-009-1019-y. Epub 2009 Mar 11. PMID: 19277690.

8: Sundaram S, Diaz JP, González-Quintero VH, Verma U. Rectal misoprostol vs 15-methyl prostaglandin F2alpha for retained placenta after second-trimester delivery. Am J Obstet Gynecol. 2009 May;200(5):e24-6. doi: 10.1016/j.ajog.2008.09.868. Epub 2009 Jan 10. PMID: 19136084.

9: Vimala N, Mittal S, Dadhwal V. Cervical priming with sublingual misoprostol vs. 15-methyl-prostaglandin F2alpha prior to surgical abortion. Int J Gynaecol Obstet. 2005 Feb;88(2):134-7. doi: 10.1016/j.ijgo.2004.10.010. Epub 2004 Dec 8. PMID: 15694088.

10: Rodríguez de la Torre MR, Gallego Alonso JI, Gil Fernández M. Edema pulmonar en una cesárea relacionado con la administración de 15-metil prostaglandina F2alpha [Pulmonary edema related to administration of 15-methyl-prostaglandin F2alpha during a cesarean section]. Rev Esp Anestesiol Reanim. 2004 Feb;51(2):104-7. Spanish. PMID: 15072404.

11: Yang Y, Tan D, Liu X. [Effect of methyl carboprost suppository in preventing postpartum hemorrhage: clinical observation]. Di Yi Jun Yi Da Xue Xue Bao. 2003 Jun;23(6):556. Chinese. PMID: 12868460.

12: Bozhinova S, Porozhanova V, Atanasova S, Tsvetkov M, Popovski K, Penkov V. Ratsionalen podkhod v upotrebata na prostaglandini pri sledrodova matochna khipotoniia [Rational method for prostaglandin use in cases with postpartal uterine hypotonia]. Akush Ginekol (Sofiia). 2001;40(3):15-9. Bulgarian. PMID: 11785359.

13: Lamont RF, Morgan DJ, Logue M, Gordon H. A prospective randomised trial to compare the efficacy and safety of hemabate and syntometrine for the prevention of primary postpartum haemorrhage. Prostaglandins Other Lipid Mediat. 2001 Oct;66(3):203-10. doi: 10.1016/s0090-6980(01)00154-x. PMID: 11577783.

14: Fait T, Calda P, Zizka Z, Pavlista D, Hrusková H, Zivný J. Ukoncení 128 tĕhotenství ve II. trimestru gravidity aplikací prostaglandinu 15 metyl F2alfa [Termination of 128 pregnancies in the 2nd trimester using prostaglandin 15 methyl F2 alpha]. Ceska Gynekol. 2000 Nov;65(6):451-5. Czech. PMID: 11272068.

15: Perry KG Jr, Rinehart BK, Terrone DA, Martin RW, May WL, Roberts WE. Second- trimester uterine evacuation: A comparison of intra-amniotic (15S)-15-methyl- prostaglandin F2alpha and intravaginal misoprostol. Am J Obstet Gynecol. 1999 Nov;181(5 Pt 1):1057-61. doi: 10.1016/s0002-9378(99)70081-5. PMID: 10561618.

16: Perry KG Jr, Roberts WE, Martin RW, Magann EF, Sullivan DL, Morrison JC. Comparison of intra-amniotic (15S)-15-methyl-PGF2 alpha and intravaginal prostaglandin E2 for second-trimester uterine evacuation. J Perinatol. 1998 Jan- Feb;18(1):24-7. PMID: 9527940.

17: Liu C, Wang D, Li X. [Clinical study on reduction of postpartum bleeding by methyl carprost suppository]. Zhonghua Fu Chan Ke Za Zhi. 1997 Jan;32(1):22-4. Chinese. PMID: 9596865.

18: Tang L, Zhu Q, Wang S. [Dose study of methyl carboprost suppository for planned delivery at term]. Zhonghua Fu Chan Ke Za Zhi. 1997 Jan;32(1):19-21. Chinese. PMID: 9596864.

19: Biswas A, Roy S. A comparative study of the efficacy and safety of synthetic prostaglandin E2 derivative and 15-methyl prostaglandin F2 alpha in the termination of midtrimester pregnancy. J Indian Med Assoc. 1996 Aug;94(8):292-3. PMID: 8855576.

20: Chua S, Chew SL, Yeoh CL, Roy AC, Ho LM, Selamat N, Arulkumaran S, Ratnam SS. A randomized controlled study of prostaglandin 15-methyl F2 alpha compared with syntometrine for prophylactic use in the third stage of labour. Aust N Z J Obstet Gynaecol. 1995 Nov;35(4):413-6. doi: 10.1111/j.1479-828x.1995.tb02155.x. PMID: 8717567.