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MedKoo Cat#: 584350 | Name: Bromocriptine

Description:

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

Bromocriptine is a semisynthetic ergotamine alkaloid that is a dopamine D2 agonist. It suppresses prolactin secretion.

Chemical Structure

Bromocriptine
Bromocriptine
CAS#25614-03-3 (free base)

Theoretical Analysis

MedKoo Cat#: 584350

Name: Bromocriptine

CAS#: 25614-03-3 (free base)

Chemical Formula: C32H40BrN5O5

Exact Mass: 653.2213

Molecular Weight: 654.61

Elemental Analysis: C, 58.72; H, 6.16; Br, 12.21; N, 10.70; O, 12.22

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 #
25614-03-3 (free base) 22260-51-1 (mesylate)
Synonym
Bromocriptine; CB-154; CB 154; CB154
IUPAC/Chemical Name
Ergotaman-3',6',18-trione, 2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-, (5'alpha)-
InChi Key
OZVBMTJYIDMWIL-AYFBDAFISA-N
InChi Code
InChI=1S/C32H40BrN5O5/c1-16(2)12-24-29(40)37-11-7-10-25(37)32(42)38(24)30(41)31(43-32,17(3)4)35-28(39)18-13-20-19-8-6-9-22-26(19)21(27(33)34-22)14-23(20)36(5)15-18/h6,8-9,13,16-18,23-25,34,42H,7,10-12,14-15H2,1-5H3,(H,35,39)/t18-,23-,24+,25+,31-,32+/m1/s1
SMILES Code
[H][C@@]12CC3=C(Br)NC4=C3C(C1=C[C@@H](C(N[C@@]5(C(C)C)C(N6[C@@H](CC(C)C)C(N7CCC[C@]7([C@]6(O)O5)[H])=O)=O)=O)CN2C)=CC=C4
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 654.61 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: Mikhail N. Quick-release bromocriptine for treatment of type 2 diabetes. Curr Drug Deliv. 2011 Sep;8(5):511-6. PubMed PMID: 21696353. 2: Sentilhes L, Jeanneteau P, Parot-Schinkel E, Mercier MB, Descamps P. [Inhibition of lactation: end to the bromocriptin, long life to the carbergolin?]. Gynecol Obstet Fertil. 2014 Apr;42(4):197-9. doi: 10.1016/j.gyobfe.2013.12.007. Epub 2014 Jan 20. French. PubMed PMID: 24456937. 3: Liang W, Gao L, Li N, Wang B, Wang L, Wang Y, Yang H, You L, Hou J, Chen S, Zhu H, Jiang Y, Pan H. Efficacy and Safety of Bromocriptine-QR in Type 2 Diabetes: A Systematic Review and Meta-Analysis. Horm Metab Res. 2015 Oct;47(11):805-12. doi: 10.1055/s-0035-1559684. Epub 2015 Sep 2. Review. PubMed PMID: 26332757. 4: Salesi M, Sadeghihaddadzavareh S, Nasri P, Namdarigharaghani N, Farajzadegan Z, Hajalikhani M. The role of bromocriptine in the treatment of patients with active rheumatoid arthritis. Int J Rheum Dis. 2013 Dec;16(6):662-6. doi: 10.1111/1756-185x.12015. Epub 2013 Jan 18. PubMed PMID: 24382277. 5: Md S, Khan RA, Mustafa G, Chuttani K, Baboota S, Sahni JK, Ali J. Bromocriptine loaded chitosan nanoparticles intended for direct nose to brain delivery: pharmacodynamic, pharmacokinetic and scintigraphy study in mice model. Eur J Pharm Sci. 2013 Feb 14;48(3):393-405. doi: 10.1016/j.ejps.2012.12.007. Epub 2012 Dec 21. PubMed PMID: 23266466. 6: Sando KR, Taylor J. Bromocriptine: its place in type 2 diabetes Tx. J Fam Pract. 2011 Nov;60(11):E1-5. PubMed PMID: 22049355. 7: Wu YF, Kan YS, Yang CH. Neuroleptic malignant syndrome associated with bromocriptine withdrawal in Parkinson's disease--a case report. Gen Hosp Psychiatry. 2011 May-Jun;33(3):301.e7-8. doi: 10.1016/j.genhosppsych.2010.11.013. Epub 2011 Jan 8. PubMed PMID: 21601731. 8: Beltrame AL, Serafini P, Motta EL, Soares Júnior JM, Baracat EC. The effects of bromocriptine on VEGF, kidney function and ovarian hyperstimulation syndrome in in vitro fertilization patients: a pilot study. Gynecol Endocrinol. 2013 Mar;29(3):201-4. doi: 10.3109/09513590.2012.736554. Epub 2012 Nov 20. PubMed PMID: 23167783. 9: Thongrangsalit S, Phaechamud T, Lipipun V, Ritthidej GC. Bromocriptine tablet of self-microemulsifying system adsorbed onto porous carrier to stimulate lipoproteins secretion for brain cellular uptake. Colloids Surf B Biointerfaces. 2015 Jul 1;131:162-9. doi: 10.1016/j.colsurfb.2015.04.058. Epub 2015 May 6. PubMed PMID: 25988280. 10: Defronzo RA. Bromocriptine: a sympatholytic, d2-dopamine agonist for the treatment of type 2 diabetes. Diabetes Care. 2011 Apr;34(4):789-94. doi: 10.2337/dc11-0064. Review. Erratum in: Diabetes Care. 2011 Jun;34(6):1442. Dosage error in article text. PubMed PMID: 21447659; PubMed Central PMCID: PMC3064029. 11: Inhibiting the onset of lactation. Is cabergoline an alternative to bromocriptine? Prescrire Int. 2015 Nov;24(165):276-7. PubMed PMID: 26688910. 12: Weiland CM, Hilaire ML. Bromocriptine mesylate (Cycloset) for type 2 diabetes mellitus. Am Fam Physician. 2013 May 15;87(10):718-20. Review. PubMed PMID: 23939451. 13: Krysiak R, Gilowski W, Szkrobka W, Okopien B. The Effect of Atorvastatin on Cardiometabolic Risk Factors in Bromocriptine-Treated Premenopausal Women with Isolated Hypercholesterolemia. Cardiovasc Ther. 2015 Oct;33(5):282-7. doi: 10.1111/1755-5922.12143. PubMed PMID: 26146893. 14: Blum I, Segal S, Kaufman H, Sagiv M, Shalit M, Chowers I. Superiority of bromocriptine over pyridoxine in the treatment of patients with acromegaly or galactorrhea. Isr J Med Sci. 1980 Jan;16(1):12-6. PubMed PMID: 7188934. 15: Bromocriptine (Cycloset) for type 2 diabetes. Med Lett Drugs Ther. 2010 Dec 29;52(1353-1354):97-8. Review. PubMed PMID: 21344781. 16: Carlezon WA Jr, Mendrek A, Wise RA. MK-801 disrupts the expression but not the development of bromocriptine sensitization: a state-dependency interpretation. Synapse. 1995 May;20(1):1-9. PubMed PMID: 7624823. 17: Merola B, Sarnacchiaro F, Colao A, Di Somma C, Di Sarno A, Ferone D, Selleri A, Landi ML, Schettini G, Nappi C, et al. Positive response to compound CV 205-502 in hyperprolactinemic patients resistant to or intolerant of bromocriptine. Gynecol Endocrinol. 1994 Sep;8(3):175-81. PubMed PMID: 7847102. 18: Chenette PE, Siegel MS, Vermesh M, Kletzky OA. Effect of bromocriptine on sperm function in vitro and in vivo. Obstet Gynecol. 1991 Jun;77(6):935-8. PubMed PMID: 2030872. 19: Parkes JD. Bromocriptine in the treatment of parkinsonism. Drugs. 1979 May;17(5):365-82. Review. PubMed PMID: 37066. 20: Vermesh M, Fossum GT, Kletzky OA. Vaginal bromocriptine: pharmacology and effect on serum prolactin in normal women. Obstet Gynecol. 1988 Nov;72(5):693-8. PubMed PMID: 3173919.