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2589-47-1

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Basic Information
CAS No.: 2589-47-1
Name: prajmalium bitartrate
Article Data: 1
Molecular Structure:
Molecular Structure of 2589-47-1 (prajmalium bitartrate)
Formula: C23H32N2O2•C4H6O6
Molecular Weight: 518.607
Synonyms: prajmalium bitartrate
Density: g/cm3
Melting Point: 149-152°
Boiling Point: °Cat760mmHg
Flash Point: °C
Safety: Poison by ingestion and intravenous routes. An experimental teratogen. Human systemic effects by ingestion: hallucinations and distorted perceptions. Experimental reproductive effects. An antiarrhythmic agent. When heated to decomposition it emits toxic fumes of NOx.
PSA: 161.59000
LogP: -0.95420
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    17R,21-α-DIHYDROXY-4-PROPYLAJMALANIUM HYDROGEN TARTRATE

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  • 17R,21-α-DIHYDROXY-4-PROPYLAJMALANIUM HYDROGEN TARTRATE

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    17R,21-α-DIHYDROXY-4-PROPYLAJMALANIUM HYDROGEN TARTRATE

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Chemistry

Chemistry informtion about Prajmalium bitartrate(CAS NO.2589-47-1) is:
Synonyms: Ajmalanium, 17,21-dihydroxy-4-propyl-, (17R,21alpha)-, salt ;with (2R,3R)-2,3-dihydroxybutanedioic acid (1:1) ;Ajmalanium, 17R,21-alpha-dihydroxy-4-propyl-, hydrogen ;tartrate ;N-Propylajmalinium tartrate ;Prajmalium bitartrate
Molecular Weight: 513.64564 [g/mol]
Molecular Formula: C29H41N2O6- 
H-Bond Donor: 2
H-Bond Acceptor: 7
Canonical SMILES: CCC[N+]12C3CC(C(C1O)CC)C4C2CC5(C3N(C6=CC=CC=C65)C)C4O.CC(C(C)C(=O)[O-])C(=O)[O-]
Isomeric SMILES: CCC[N+]12[C@H]3CC([C@@H]([C@H]1O)CC)C4[C@@H]2C[C@@]5([C@H]3N(C6=CC=CC=
C65)C)[C@@H]4O.C[C@H]([C@@H](C)C(=O)[O-])C(=O)[O-]
InChI: InChI=1S/C23H33N2O2.C6H10O4/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;1-3(5(7)8)4(2)6(9)10/h6-9,13-14,17-22,26-27H,4-5,10-12H2,1-3H3;3-4H,1-2H3,(H,7,8)(H,9,10)/q+1;/p-2/t13-,14?,17-,18-,19?,20-,21+,22+,23+,25?;3-,4-/m01/s1
InChIKey: NMPJQFYJKIKRKT-GSMKOHTGSA-L
Following is the molecular structure of Prajmalium bitartrate(CAS NO.2589-47-1) is:

Uses

Prajmalium bitartrate(CAS NO.2589-47-1) was used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo intravenous 330ug/kg (0.33mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 2085, 1972.
man TDLo oral 1400ug/kg (1.4mg/kg) behavioral: "hallucinations, distorted perceptions" British Medical Journal. Vol. 2, Pg. 675, 1977.
man TDLo oral 22857ug/kg/20 (22.857mg/kg) liver: "jaundice, cholestatic" blood: eosinophilia skin and appendages (skin): "dermatitis, other: after systemic exposure" Postgraduate Medical Journal. Vol. 56, Pg. 738, 1980.
mouse LD50 intraperitoneal 21265ug/kg (21.265mg/kg)   United States Patent Document. Vol. #4552877,
mouse LD50 intravenous 1700ug/kg (1.7mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 2085, 1972.
mouse LD50 oral 33714ug/kg (33.714mg/kg)   United States Patent Document. Vol. #4552877,
rat LD50 intravenous 3400ug/kg (3.4mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 2085, 1972.
rat LD50 oral 54mg/kg (54mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 2085, 1972.
women LDLo oral 22mg/kg (22mg/kg)   Archives of Toxicology. Vol. 37, Pg. 135, 1977.

Safety Profile

Poison by ingestion and intravenous routes. An experimental teratogen. Human systemic effects by ingestion: hallucinations and distorted perceptions. Experimental reproductive effects. An antiarrhythmic agent. When heated to decomposition it emits toxic fumes of NOx.

Specification

Prajmalium bitartrate(CAS NO.2589-47-1) is a derivative of the rauwolfia alkaloid AJMALINE. It is an anti-arrhythmia agent, but may cause liver damage.