Synonym
Carboprost tromethamine
IUPAC/Chemical Name
2-amino-2-(hydroxymethyl)propane-1,3-diol (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
UMMADZJLZAPZAW-XOWPVRJPSA-N
InChi Code
InChI=1S/C21H36O5.C4H11NO3/c1-3-4-9-13-21(2,26)14-12-17-16(18(22)15-19(17)23)10-7-5-6-8-11-20(24)25;5-4(1-6,2-7)3-8/h5,7,12,14,16-19,22-23,26H,3-4,6,8-11,13,15H2,1-2H3,(H,24,25);6-8H,1-3,5H2/b7-5-,14-12+;/t16-,17-,18+,19-,21+;/m1./s1
SMILES Code
O[C@H]1C[C@@H](O)[C@H](/C=C/[C@](O)(C)CCCCC)[C@H]1C/C=C\CCCC(O)=O.NC(CO)(CO)CO
Purity
>95% (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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
489.65
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.
| 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: Meng W, Li R, Zha N, E L. Efficacy and safety of motherwort injection add-on therapy to carboprost tromethamine for prevention of post-partum blood loss: A meta-analysis of randomized controlled trials. J Obstet Gynaecol Res. 2019 Jan;45(1):47-56. doi: 10.1111/jog.13833. Epub 2018 Oct 4. PMID: 30288846.
2: Wang J, Yang H. Effect of carboprost tromethamine injection combined with modified B-lynch suture and carboprost methylate suppositories in parturients with placenta previa. Am J Transl Res. 2021 Jul 15;13(7):7812-7818. PMID: 34377258; PMCID: PMC8340154.
3: Zhang R, Shi H, Ren F, Yuan Z. Assessment of carboprost tromethamine for reducing hemorrhage in laparoscopic intramural myomectomy. Exp Ther Med. 2015 Sep;10(3):1171-1174. doi: 10.3892/etm.2015.2649. Epub 2015 Jul 20. PMID: 26622459; PMCID: PMC4533125.
4: Ling Z, Yao L, Cui Z, Lifan C. Effect of carboprost tromethamine in prevention of postpartum hemorrhage in cesarean section. Pak J Pharm Sci. 2018 Sep;31(5(Special)):2257-2262. PMID: 30463821.
5: Zong F, Cao Y. Efficacy of carboprost tromethamine combined with leonurus japonicus for prevention of postpartum hemorrhage in high-risk pregnant women: A protocol for systematic review and meta-analysis. Medicine (Baltimore). 2021 Jul 30;100(30):e26792. doi: 10.1097/MD.0000000000026792. PMID: 34397731; PMCID: PMC8322560.
6: Gong X, Wu X. Cohort Study Summary of the Effects of Carboprost Tromethamine Combined with Oxytocin on Infant Outcome, Postpartum Hemorrhage and Uterine Involution of Parturients Undergoing Cesarean Section. Comput Math Methods Med. 2022 Aug 25;2022:2233138. doi: 10.1155/2022/2233138. PMID: 36060654; PMCID: PMC9436546.
7: Kranc DM, Kim J, Straus F, Levine LA. Prophylactic and therapeutic carboprost tromethamine bladder irrigation in rats with cyclophosphamide-induced hemorrhagic cystitis. J Urol. 1992 Oct;148(4):1326-30. doi: 10.1016/s0022-5347(17)36902-1. PMID: 1404668.
8: Bai J, Sun Q, Zhai H. A comparison of oxytocin and carboprost tromethamine in the prevention of postpartum hemorrhage in high-risk patients undergoing cesarean delivery. Exp Ther Med. 2014 Jan;7(1):46-50. doi: 10.3892/etm.2013.1379. Epub 2013 Nov 1. PMID: 24348762; PMCID: PMC3861477.
9: Yu L, Yao Z, Wei Q, Qu M, Yang Q, Chang Y. Efficacy of Electroacupuncture Combined with Tropisetron in Treating Carboprost Tromethamine-Induced Nausea and Vomiting during Cesarean Section under Lumbar Anesthesia. Complement Med Res. 2021;28(6):516-522. English. doi: 10.1159/000514946. Epub 2021 Mar 30. PMID: 33784688.
10: Wei CN, Chang XY, Dong JH, Zhou QH. Remifentanil for Carboprost-Induced Adverse Reactions During Cesarean Delivery Under Combined Spinal-Epidural Anesthesia. Front Pharmacol. 2020 Jun 30;11:980. doi: 10.3389/fphar.2020.00980. PMID: 32695003; PMCID: PMC7338600.
11: Levine LA, Jarrard DF. Treatment of cyclophosphamide-induced hemorrhagic cystitis with intravesical carboprost tromethamine. J Urol. 1993 Apr;149(4):719-23. doi: 10.1016/s0022-5347(17)36192-x. PMID: 8455230.
12: Catanzarite VA. Prophylactic intramyometrial carboprost tromethamine does not substantially reduce blood loss relative to intramyometrial oxytocin at routine cesarean section. Am J Perinatol. 1990 Jan;7(1):39-42. doi: 10.1055/s-2007-999443. PMID: 2403792.
13: Levine LA, Kranc DM. Evaluation of carboprost tromethamine in the treatment of cyclophosphamide-induced hemorrhagic cystitis. Cancer. 1990 Jul 15;66(2):242-5. doi: 10.1002/1097-0142(19900715)66:2<242::aid- cncr2820660208>3.0.co;2-q. PMID: 2369708.
14: Habek JA, Habek D, Gulin D. REFRACTORY BRADYCARDIA--A RARE COMPLICATION OF CARBOPROST TROMETHAMINE FOR INDUCTION OF ABORTION. Acta Clin Croat. 2016 Jun;55(2):323-5. doi: 10.20471/acc.2016.55.02.21. PMID: 28394550.
15: Sunil Kumar KS, Shyam S, Batakurki P. Carboprost Versus Oxytocin for Active Management of Third Stage of Labor: A Prospective Randomized Control Study. J Obstet Gynaecol India. 2016 Oct;66(Suppl 1):229-34. doi: 10.1007/s13224-016-0842-x. Epub 2016 Mar 22. PMID: 27651609; PMCID: PMC5016447.
16: Vukelić J. Second trimester pregnancy termination in primigravidas by double application of dinoprostone gel and intramuscular administration of carboprost tromethamine. Med Pregl. 2001 Jan-Feb;54(1-2):11-6. English, Croatian. PMID: 11436877.
17: Brown LW, Carpenter BE. Comparison of two high-pressure liquid chromatographic assays for carboprost, a synthetic prostaglandin. J Pharm Sci. 1980 Dec;69(12):1396-9. doi: 10.1002/jps.2600691211. PMID: 7463323.
18: Abdel-Aleem H, Abol-Oyoun EM, Moustafa SA, Kamel HS, Abdel-Wahab HA. Carboprost trometamol in the management of the third stage of labor. Int J Gynaecol Obstet. 1993 Sep;42(3):247-50. doi: 10.1016/0020-7292(93)90219-m. PMID: 7901080.
19: Dildy GA 3rd. Postpartum hemorrhage: new management options. Clin Obstet Gynecol. 2002 Jun;45(2):330-44. doi: 10.1097/00003081-200206000-00005. PMID: 12048393.
20: Berić B, Kranc F, Marijanović M, Aleksić S, Ancić V, Belopavlović Z. Prekid trudnoće u drugom tromesecju karboprost trometaminom [Abortion in the 2d trimester using carboprost tromethamine]. Jugosl Ginekol Perinatol. 1985 Sep- Dec;25(5-6):103-9. Croatian. PMID: 3837132.
