MedKoo Cat#: 592321 | Name: Prajmalium bitartrate

Description:

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

Prajmalium bitartrate is a derivative of the rauwolfia alkaloid AJMALINE. It is an anti-arrhythmia agent, but may cause liver damage.

Chemical Structure

Prajmalium bitartrate
Prajmalium bitartrate
CAS#2589-47-1

Theoretical Analysis

MedKoo Cat#: 592321

Name: Prajmalium bitartrate

CAS#: 2589-47-1

Chemical Formula: C27H38N2O8

Exact Mass: 518.2628

Molecular Weight: 518.61

Elemental Analysis: C, 62.53; H, 7.39; N, 5.40; O, 24.68

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 #
No Data
Synonym
Prajmalium bitartrate; Neo-gilurytmal; NPAP
IUPAC/Chemical Name
Ajmalanium, 17,21-dihydroxy-4-propyl-, (17R,21alpha)-, salt with (2R,3R)-2,3-dihydroxybutanedioic acid (1:1)
InChi Key
VZAUGYDMVQSQAO-AYSQZVLPSA-M
InChi Code
InChI=1S/C23H33N2O2.C4H6O6/c1-4-10-25-17-11-14(13(5-2)22(25)27)19-18(25)12-23(21(19)26)15-8-6-7-9-16(15)24(3)20(17)23;5-1(3(7)8)2(6)4(9)10/h6-9,13-14,17-22,26-27H,4-5,10-12H2,1-3H3;1-2,5-6H,(H,7,8)(H,9,10)/q+1;/p-1/t13-,14-,17-,18-,19-,20-,21+,22-,23+,25?;/m0./s1
SMILES Code
CN1[C@]2([C@@]3(C[C@H]4[C@@H]([C@H](O)[N+]3(CCC)[C@@H]5[C@H]4[C@@H](O)[C@@]2(C6=C1C=CC=C6)C5)CC)[H])[H].[O-]C(C(C(C(O)=O)O)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
>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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 518.61 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: Trefanec J, Langmeierová M, Zelezná J. [Acute anicteric hepatitis and intrahepatic cholestasis caused by administration of prajmalium bitartrate (Neo-Gilurytmal)]. Cas Lek Cesk. 1994 Jan 31;133(3):83-5. Czech. PubMed PMID: 8137378. 2: Breuel HP, Weimann HJ, Dahmen W, Hausleiter HJ, Bondy S. Pharmacokinetics and relative bioavailability of prajmalium bitartrate after single oral dosing. Arzneimittelforschung. 1991 Dec;41(12):1222-5. PubMed PMID: 1815520. 3: Jähnchen E. [Interactions between digitoxin, flecainide and prajmalium bitartrate?]. Dtsch Med Wochenschr. 1991 Jun 28;116(26):1035-6. German. PubMed PMID: 1905622. 4: Azzam Z, Krivoy N. [Transient liver damage due to prajmalium bitartrate]. Harefuah. 1991 Jan 1;120(1):17-8. Hebrew. PubMed PMID: 2010122. 5: Riess H, Bauer F, Hiller E. [The effect of the antiarrhythmic, prajmalium bitartrate, on human thrombocyte function]. Arzneimittelforschung. 1989 Mar;39(3):375-8. German. PubMed PMID: 2757662. 6: Riess H, Bauer F, Hoffmann E, Steinbeck G, Hiller E. [Modification of blood coagulation by the anti-arrhythmia drug prajmalium bitartrate in vivo]. Z Kardiol. 1989 Feb;78(2):130-3. German. PubMed PMID: 2718558. 7: Nováková E. [Detection of prajmalium bitartrate (Neo-Gilurytmal) in urine with thin layer chromatography]. Pharmazie. 1987 Aug;42(8):550-1. German. PubMed PMID: 3432338. 8: Elfner R, Kollmeier W, Lentz A, Achtert G, Engels I, Heene DL, Hausleiter HJ, Westphal E. [Dose-effect relation of N-prajmalium bitartrate with control of plasma levels]. Z Kardiol. 1986 Jul;75(7):402-9. German. PubMed PMID: 2429467. 9: Andresen D, von Leitner ER, Wegscheider K, Theiss A, Agena H, Schröder R. [Comparative study of the anti-arrhythmia effect of flecainide acetate and prajmalium bitartrate in patients with tachycardiac ventricular rhythm disorders]. Z Kardiol. 1986 Jul;75(7):394-401. German. PubMed PMID: 2429466. 10: Speziali B, Gandolfo N, Parigi A. [Use of prajmalium bitartrate in the treatment of hyperkinetic ventricular arrhythmias]. Minerva Cardioangiol. 1986 Jun;34(6):421-9. Italian. PubMed PMID: 3762985. 11: Molinis G, Tuniz D, Valente M, Maisano G. [Combination of quinidine polygalacturonate and prajmalium bitartrate in the prevention of disabling paroxysmal atrial fibrillation. Description of a case]. G Ital Cardiol. 1985 Aug;15(8):819-21. Italian. PubMed PMID: 4085727. 12: Balboni A, Bellotti L, Scaramuzzino G, Cicerone F, Di Biase G. [Evaluation with dynamic electrocardiography of the activity of prajmalium bitartrate in patients with ventricular extrasystole and prior myocardial infarct]. Minerva Cardioangiol. 1983 Sep;31(9):523-8. Italian. PubMed PMID: 6199691. 13: Chiariello M, Indolfi C, Cappelli Bigazzi M, Condorelli M. Prajmalium bitartrate in chronic ventricular arrhythmias: comparison with disopyramide. Eur J Clin Pharmacol. 1983;24(1):35-9. PubMed PMID: 6832199. 14: Trompler AT, Woodcock BG, Bussmann WD. [Pharmacokinetics and Antiarrhythmic effects of Prajmalium Bitartrate]. Arzneimittelforschung. 1983;33(3):436-9. German. PubMed PMID: 6683519. 15: Schwartzkopff B, Schilling G, Simon H. Comparison of tocainide and prajmalium bitartrate for the treatment of ventricular arrhythmias. Arzneimittelforschung. 1983;33(1):153-8. PubMed PMID: 6403021. 16: Brandes JW, Körst HA, Pedersen SU, Littmann KP. [Atenolol versus prajmalium bitartrate. Double-blind study on the treatment of ventricular extrasystoles in coronary heart disease]. MMW Munch Med Wochenschr. 1982 Aug 27;124(34):731-3. German. PubMed PMID: 6182459. 17: Kamanaoroo H, Lunkenheimer A, Löser H, Hilgenberg F, Palm D. [Side effects of anti-arrhythmia agents aprindine and prajmalium bitartrate, in children]. Monatsschr Kinderheilkd. 1982 Jun;130(6):514-5. German. PubMed PMID: 7133010. 18: Molinis G, Valente M, Tuniz D, Maisano G. [Prajmalium bitartrate in the long-term treatment of hyperkinetic ventricular arrhythmias. Preliminary study]. Boll Soc Ital Cardiol. 1981;26(7):657-62. Italian. PubMed PMID: 7347263. 19: Molinis G, Valente M, Tuniz D, Maisano G. [Prajmalium bitartrate in hyperkinetic ventricular arrhythmias in infarct patients during rehabilitation]. G Ital Cardiol. 1981;11(6):749-57. Italian. PubMed PMID: 7319182. 20: Naccarella F, Del Corso P, Palmieri M, Cantelli I, Lentini G, Bracchetti D. [Dynamic electrocardiography evaluation of the effectiveness of prajmalium bitartrate, disopyramide and procainamide in patients with stabilized ventricular extrasystole]. G Ital Cardiol. 1981;11(3):338-44. Italian. PubMed PMID: 6169577.