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Substance Name: Urapidil [INN:BAN:JAN]
RN: 34661-75-1
UNII: A78GF17HJS
InChIKey: ICMGLRUYEQNHPF-UHFFFAOYSA-N

Molecular Formula

  • C20-H29-N5-O3

Molecular Weight

  • 387.4811
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic alpha-1 Receptor Antagonists
  • Adrenergic alpha-Antagonists
  • Adrenergic Antagonists
  • Antihypertensive Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Neurotransmitter Agents
  • Reproductive Effect
  • Serotonin Agents
  • Serotonin Receptor Agonists
  • Vasodilator Agents
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Names and Synonyms

Name of Substance

  • Urapidil
  • Urapidil [INN:BAN:JAN]

Synonyms

  • 5-25-15-00402 (Beilstein Handbook Reference)
  • 6-((3-(4-(o-Methoxyphenyl)-1-piperazinyl)propyl)amino)-1,3-dimethyluracil
  • 6-(3-(4-(o-Methoxyphenyl)-1-piperazinyl)propylamino)-1,3-dimethyluracil
  • B-66256
  • BRN 0725782
  • Ebrantil
  • EINECS 252-130-4
  • Eupressyl
  • Mediatensyl
  • NSC 310405
  • UNII-A78GF17HJS
  • Urapidil
  • Urapidilum
  • Urapidilum [INN-Latin]
  • Uraprene

Systematic Names

  • 2,4(1H,3H)-Pyrimidinedione, 6-((3-(4-(2-methoxyphenyl)-1-piperazinyl)propyl)amino)-1,3-dimethyl- (9CI)
  • 6-((3-(4-(2-Methoxyphenyl)-1-piperazinyl)propyl)amino)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione
  • 6-((3-(4-(o-Methoxyphenyl)-1-piperazinyl)propyl)amino)-1,3-dimethyluracil
  • Uracil, 1,3-dimethyl-6-(3-(4-(o-methoxyphenyl)-1-piperazinyl)proppylamino)-
  • Urapidil

Registry Numbers

CAS Registry Number

  • 34661-75-1

FDA UNII

  • A78GF17HJS

System Generated Number

  • 0034661751

Structure Descriptors

InChI

1S/C20H29N5O3/c1-22-18(15-19(26)23(2)20(22)27)21-9-6-10-24-11-13-25(14-12-24)16-7-4-5-8-17(16)28-3/h4-5,7-8,15,21H,6,9-14H2,1-3H3

InChIKey

ICMGLRUYEQNHPF-UHFFFAOYSA-N

Smiles

c1(N2CCN(CCCNc3n(c(n(C)c(c3)=O)=O)C)CC2)c(cccc1)OC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 357mg/kg (357mg/kg) CARDIAC: PULSE RATE

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Oyo Yakuri. Pharmacometrics. Vol. 33, Pg. 453, 1987.
mouse LD50 intraperitoneal 327mg/kg (327mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

CARDIAC: PULSE RATE
Oyo Yakuri. Pharmacometrics. Vol. 33, Pg. 453, 1987.
mouse LD50 intravenous 203mg/kg (203mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

CARDIAC: PULSE RATE
Oyo Yakuri. Pharmacometrics. Vol. 33, Pg. 453, 1987.
mouse LD50 oral 508mg/kg (508mg/kg) CARDIAC: PULSE RATE

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Oyo Yakuri. Pharmacometrics. Vol. 33, Pg. 453, 1987.
mouse LD50 subcutaneous 1847mg/kg (1847mg/kg) CARDIAC: PULSE RATE

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Oyo Yakuri. Pharmacometrics. Vol. 33, Pg. 453, 1987.
rat LD50 intraperitoneal 314mg/kg (314mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

CARDIAC: PULSE RATE
Oyo Yakuri. Pharmacometrics. Vol. 33, Pg. 453, 1987.
rat LD50 intravenous 140mg/kg (140mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 27, Pg. 1919, 1977.
rat LD50 oral 520mg/kg (520mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 27, Pg. 1919, 1977.
rat LD50 subcutaneous 2192mg/kg (2192mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 33, Pg. 453, 1987.
rat LD50 subcutaneous 2192mg/kg (2192mg/kg) CARDIAC: PULSE RATE

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Oyo Yakuri. Pharmacometrics. Vol. 33, Pg. 453, 1987.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 156-158 deg C   EXP
log P (octanol-water) 1.6 (none)   EXP
Water Solubility 157 mg/L 25 EST
Vapor Pressure 1.75E-12 mm Hg 25 EST
Henry's Law Constant 2.20E-18 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.36E-10 cm3/molecule-sec 25 EST

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