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Substance Name: Vecuronium bromide [USAN:USP:INN:BAN:JAN]
RN: 50700-72-6
UNII: 7E4PHP5N1D
InChIKey: VEPSYABRBFXYIB-PWXDFCLTSA-M

Note

  • Monoquaternary homolog of PANCURONIUM. A non-depolarizing neuromuscular blocking agent with shorter duration of action than pancuronium. Its lack of significant cardiovascular effects and lack of dependence on good kidney function for elimination as well as its short duration of action and easy reversibility provide advantages over, or alternatives to, other established neuromuscular blocking agents.

Molecular Formula

  • C34-H57-N2-O4.Br

Molecular Weight

  • 637.7383
 

Classification Codes

  • Cholinergic Agents
  • Cholinergic Antagonists
  • Drug / Therapeutic Agent
  • Human Data
  • Neuromuscular Agents
  • Neuromuscular Blocking Agent
  • Neuromuscular Blocking Agents
  • Neuromuscular Nondepolarizing Agents
  • Neurotransmitter Agents
  • Nicotinic Antagonists
  • Peripheral Nervous System Agents
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Names and Synonyms

Name of Substance

  • Vecuronium bromide [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Vecuronium bromide

Synonyms

  • 1-(3alpha,17beta-Dihydroxy-2beta-piperidino-5alpha-androstan-16beta,5alpha-yl)-1-methylpiperidinium bromide, diacetate
  • 5alpha-Androstan-3alpha,17beta-diol, 16beta-pipecolinio-2beta-piperidino-,bromide,diacetate
  • Bromure de vecuronium
  • Bromure de vecuronium [INN-French]
  • Bromuro de vecuronio
  • Bromuro de vecuronio [INN-Spanish]
  • EINECS 256-723-9
  • NC-45
  • Norcuron
  • ORG NC 45
  • Piperidinium, 1-((2beta,3alpha,5alpha,16beta,17beta)-3,17-bis(acetyloxy)-2-(1-piperidinyl)androstan-16-yl)-1-methyl-, bromide
  • UNII-7E4PHP5N1D
  • Vecuronii bromidum
  • Vecuronii bromidum [INN-Latin]
  • Vecuronium
  • Vecuronium bromide

Systematic Names

  • Piperidinium, 1-((2beta,3alpha,5alpha,16beta,17beta)-3,17-bis(acetyloxy)-2-(1-piperidinyl)androstan-16-yl)-1-methyl-, bromide
  • Piperidinium, 1-(3-alpha,17-beta-diacetoxy-2-beta-piperidino-5-alpha-androstan-16-beta-yl)-1-methyl-, bromide
  • Vecuronium bromide

Registry Numbers

CAS Registry Number

  • 50700-72-6

FDA UNII

  • 7E4PHP5N1D

Other Registry Numbers

  • 63884-29-7
  • 72254-12-7
  • 74531-67-2

System Generated Number

  • 0050700726

Molecular Formulas

Molecular Formula

  • C34-H57-N2-O4.Br

Molecular Formula Fragments

  • Br
  • C34-H57-N2-O4
  • COMPONENT

Structure Descriptors

InChI

1S/C34H57N2O4.BrH/c1-23(37)39-31-20-25-12-13-26-27(34(25,4)22-29(31)35-16-8-6-9-17-35)14-15-33(3)28(26)21-30(32(33)40-24(2)38)36(5)18-10-7-11-19-36;/h25-32H,6-22H2,1-5H3;1H/q+1;/p-1/t25-,26+,27-,28-,29-,30-,31-,32-,33-,34-;/m0./s1

InChIKey

VEPSYABRBFXYIB-PWXDFCLTSA-M

Smiles

[C@@]12([C@H]([C@H]3[C@H](CC2)[C@@]2([C@@H](CC3)C[C@@H]([C@H](C2)N2CCCCC2)OC(=O)C)C)C[C@@H]([C@@H]1OC(=O)C)[N+]1(CCCCC1)C)C.[Br-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intracrebral 3600ng/kg (0.0036mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TREMOR
Oyo Yakuri. Pharmacometrics. Vol. 32, Pg. 465, 1986.
mouse LD50 intraperitoneal 142ug/kg (0.142mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Oyo Yakuri. Pharmacometrics. Vol. 32, Pg. 465, 1986.
mouse LD50 intravenous 51ug/kg (0.051mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Kiso to Rinsho. Clinical Report. Vol. 20, Pg. 807, 1986.
mouse LD50 oral 41mg/kg (41mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 20, Pg. 807, 1986.
mouse LD50 subcutaneous 148ug/kg (0.148mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
Kiso to Rinsho. Clinical Report. Vol. 20, Pg. 807, 1986.
rat LD50 intraperitoneal 2630ug/kg (2.63mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Kiso to Rinsho. Clinical Report. Vol. 20, Pg. 807, 1986.
rat LD50 intravenous 200ug/kg (0.2mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Kiso to Rinsho. Clinical Report. Vol. 20, Pg. 807, 1986.
rat LD50 oral 455mg/kg (455mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 20, Pg. 807, 1986.
rat LD50 subcutaneous 1730ug/kg (1.73mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Kiso to Rinsho. Clinical Report. Vol. 20, Pg. 807, 1986.
women TDLo oral 130ug/kg (0.13mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE Anesthesia and Analgesia Vol. 66, Pg. 188, 1987.
women TDLo parenteral 123ug/kg/40M- (0.123mg/kg) AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)" British Journal of Anesthesia. Vol. 57, Pg. 807, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 228 deg C   EXP
log P (octanol-water) 3.600 (none)   EST
Atmospheric OH Rate Constant 1.94E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.