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MedKoo Cat#: 413283 | Name: Ergonovine maleate
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Description:

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

Ergonovine maleate is an ergot alkaloid derivative used primarily as a uterotonic agent to induce contraction of the uterus, especially postpartum, to control bleeding. It exerts its effect by stimulating alpha-adrenergic and serotonergic receptors, leading to increased smooth muscle contraction through the activation of phosphatidylinositol turnover and calcium mobilization. Due to its potent vasoconstrictive properties, ergonovine maleate can also be employed in diagnostic tests for coronary artery spasm.

Chemical Structure

Ergonovine maleate
Ergonovine maleate
CAS#129-51-1 (maleate)

Theoretical Analysis

MedKoo Cat#: 413283

Name: Ergonovine maleate

CAS#: 129-51-1 (maleate)

Chemical Formula: C23H27N3O6

Exact Mass: 441.1900

Molecular Weight: 441.48

Elemental Analysis: C, 62.57; H, 6.16; N, 9.52; O, 21.74

Price and Availability

Size Price Availability Quantity
150mg USD 1,200.00 2 Weeks
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Related CAS #
60-79-7 (free base) 129-50-0 (tartrate) 129-51-1 (maleate)
Synonym
Ergonovine maleate; Ergometrine maleate; Cornocentin; Ermetrin; NSC93752; NSC-93752; NSC 93752
IUPAC/Chemical Name
Ergoline-8-beta-carboxamide, 9,10-didehydro-N-((S)-2-hydroxy-1-methylethyl)-6-methyl-, maleate (1:1) (salt)
InChi Key
YREISLCRUMOYAY-IIPCNOPRSA-N
InChi Code
InChI=1S/C19H23N3O2.C4H4O4/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13;5-3(6)1-2-4(7)8/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24);1-2H,(H,5,6)(H,7,8)/b;2-1-/t11-,13+,17+;/m0./s1
SMILES Code
[H][C@@]1(N(C)C[C@H](C(N[C@@H](C)CO)=O)C=C12)CC3=CNC4=C3C2=CC=C4.O=C(O)/C=C\C(O)=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
>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
Solvent mg/mL mM
Solubility
Soluble in DMSO 0.0 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 441.48 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: Heupler FA Jr, Proudfit WL, Razavi M, Shirey EK, Greenstreet R, Sheldon WC. Ergonovine maleate provocative test for coronary arterial spasm. Am J Cardiol. 1978 Apr;41(4):631-40. doi: 10.1016/0002-9149(78)90810-x. PMID: 645566. 2: Maclean AB. Ergometrine. J Obstet Gynaecol. 2005 Jan;25(1):1-2. doi: 10.1080/01443610400023429. PMID: 16147681. 3: Moir DD. Ergometrine. Br Med J. 1970 Feb 28;1(5695):563-4. doi: 10.1136/bmj.1.5695.563-c. PMID: 5435196; PMCID: PMC1699505. 4: Ergometrien of oksitosien? [Ergonovine or oxytocin?]. S Afr Med J. 1979 May 19;55(21):818. Afrikaans. PMID: 472905. 5: Cheng T. Ergonovine maleate and beta-blockers for Prinzmetal's angina. Circulation. 2001 Feb 13;103(6):E30. doi: 10.1161/01.cir.103.6.e30. PMID: 11171807. 6: Cipriano PR, Guthaner DF, Orlick AE, Ricci DR, Wexler L, Silverman JF. The effects of ergonovine maleate on coronary arterial size. Circulation. 1979 Jan;59(1):82-9. doi: 10.1161/01.cir.59.1.82. PMID: 758127. 7: Brunelli C, Spallarossa P, Ghigliotti G, Lantieri P, Iannetti M, Caponnetto S. Ergonovine maleate test detects anginal patients with poorly reproducible exercise tests. Clin Cardiol. 1990 Oct;13(10):703-10. doi: 10.1002/clc.4960131006. PMID: 2257711. 8: Sueda S, Kohno H, Ochi T, Uraoka T, Tsunemitsu K. Overview of the pharmacological spasm provocation test: Comparisons between acetylcholine and ergonovine. J Cardiol. 2017 Jan;69(1):57-65. doi: 10.1016/j.jjcc.2016.09.012. Epub 2016 Nov 15. PMID: 27856130. 9: Raskin NH, Prusiner S. Carotidynia. Neurology. 1977 Jan;27(1):43-6. doi: 10.1212/wnl.27.1.43. PMID: 556819. 10: Fester A. Ergonovine maleate--a provocative test. Cathet Cardiovasc Diagn. 1980;6(3):217-23. doi: 10.1002/ccd.1810060302. PMID: 7448853. 11: Harding MB, Leithe ME, Mark DB, Nelson CL, Harrison JK, Hermiller JB, Davidson CJ, Pryor DB, Bashore TM. Ergonovine maleate testing during cardiac catheterization: a 10-year perspective in 3,447 patients without significant coronary artery disease or Prinzmetal's variant angina. J Am Coll Cardiol. 1992 Jul;20(1):107-11. doi: 10.1016/0735-1097(92)90145-d. Erratum in: J Am Coll Cardiol 1993 Mar 1;21(3):848. PMID: 1607510. 12: Schroeder JS, Bolen JL, Quint RA, Clark DA, Hayden WG, Higgins CB, Wexler L. Provocation of coronary spasm with ergonovine maleate. New test with results in 57 patients undergoing coronary arteriography. Am J Cardiol. 1977 Oct;40(4):487-91. doi: 10.1016/0002-9149(77)90060-1. PMID: 910712. 13: Gallagher RM. Menstrual migraine and intermittent ergonovine therapy. Headache. 1989 Jun;29(6):366-7. doi: 10.1111/j.1526-4610.1989.hed2906366.x. PMID: 2759844. 14: Sueda S, Kohno H. Overview of complications during pharmacological spasm provocation tests. J Cardiol. 2016 Jul;68(1):1-6. doi: 10.1016/j.jjcc.2016.03.005. Epub 2016 May 24. PMID: 27234219. 15: Balki M, Cristian AL, Kingdom J, Carvalho JC. Oxytocin pretreatment of pregnant rat myometrium reduces the efficacy of oxytocin but not of ergonovine maleate or prostaglandin F 2 alpha. Reprod Sci. 2010 Mar;17(3):269-77. doi: 10.1177/1933719109351934. Epub 2010 Feb 2. PMID: 20124553. 16: Bigwood J, Ott J, Thompson C, Neely P. Entheogenic effects of ergonovine. J Psychedelic Drugs. 1979 Jan-Jun;11(1-2):147-9. doi: 10.1080/02791072.1979.10472099. PMID: 522166. 17: Koizumi T, Yokoyama M, Namikawa S, Kuriyama N, Nameki M, Nakayama T, Kaneda H, Sudhir K, Yock PG, Komiyama N, Fitzgerald PJ. Location of focal vasospasm provoked by ergonovine maleate within coronary arteries in patients with vasospastic angina pectoris. Am J Cardiol. 2006 May 1;97(9):1322-5. doi: 10.1016/j.amjcard.2005.11.073. Epub 2006 Mar 20. PMID: 16635604. 18: Kirchhoefer RD, Wells CE. Semiautomated analysis of ergonovine maleate or methylergonovine maleate tablets and injections by colorimetric or fluorometric systems. J Assoc Off Anal Chem. 1975 Sep;58(5):879-83. PMID: 239918. 19: Benamer H, Millien V. Angor spastique : un défi diagnostique et thérapeutique [Coronary spasm a diagnostic and therapeutic challenge]. Presse Med. 2018 Sep;47(9):798-803. French. doi: 10.1016/j.lpm.2018.08.004. Epub 2018 Sep 21. PMID: 30245142. 20: Roby A, Orzechowski RF. Selective blockade of dopamine-induced vasodilation by ergonovine maleate in the vasculatures of dogs and rabbits. Res Commun Chem Pathol Pharmacol. 1978 Feb;19(2):243-56. PMID: 644121.