Synonym
Basergin; Ergobasine tartrate; Ergonovine tartrate; Neofemergen; Neofermergen; Ergometrine tartrate;
IUPAC/Chemical Name
(6aR,9R)-N-((S)-1-hydroxypropan-2-yl)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide; ((2R,3R)-2,3-dihydroxysuccinate) (2:1)
InChi Key
LCWZQWWOZZUXTM-TVOBTDOISA-N
InChi Code
InChI=1S/2C19H23N3O2.C4H6O6/c2*1-11(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;5-1(3(7)8)2(6)4(9)10/h2*3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24);1-2,5-6H,(H,7,8)(H,9,10)/t2*11-,13+,17+;1-,2-/m001/s1
SMILES Code
C[C@@H](CO)NC(=O)[C@H]1CN([C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1)C.C[C@@H](CO)NC(=O)[C@H]1CN([C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1)C.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
800.91
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: Maclean AB. Ergometrine. J Obstet Gynaecol. 2005 Jan;25(1):1-2. doi: 10.1080/01443610400023429. PMID: 16147681.
2: 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.
3: 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.
4: 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.
5: Raskin NH, Prusiner S. Carotidynia. Neurology. 1977 Jan;27(1):43-6. doi: 10.1212/wnl.27.1.43. PMID: 556819.
6: 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.
7: Shane JM, Naftolin F. Effect of ergonovine maleate on puerperal prolactin. Am J Obstet Gynecol. 1974 Sep;120(1):129-31. doi: 10.1016/0002-9378(74)90190-2. PMID: 4602154.
8: Sakamoto Y, Krzanowski JJ, Lockey RF, Duncan R, Polson JB, Szentivanyi A. The mechanism of ergonovine-induced airway smooth muscle contraction. J Allergy Clin Immunol. 1986 Feb;77(2):354-64. doi: 10.1016/s0091-6749(86)80118-x. PMID: 3944386.
9: 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.
10: Albanese C, Rea A. Utilitá e rischi del test con ergonovina maleato in cardiologia [Usefulness and risks of the ergonovine maleate test in cardiology]. Recenti Prog Med. 1981 Sep;71(3):331-3. Italian. PMID: 7034085.