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Substance Name: Ramipril [USAN:USP:INN:BAN]
RN: 87333-19-5
UNII: L35JN3I7SJ
InChIKey: HDACQVRGBOVJII-JBDAPHQKSA-N

Note

  • A long-acting angiotensin-converting enzyme inhibitor. It is a prodrug that is transformed in the liver to its active metabolite ramiprilat.

Molecular Formula

  • C23-H32-N2-O5

Molecular Weight

  • 416.5148
 

Classification Codes

  • Angiotensin-Converting Enzyme Inhibitors
  • Antihypertensive
  • Antihypertensive Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitor (Angiotensin-Converting)
  • Enzyme Inhibitors
  • Protease Inhibitors

Names and Synonyms

Name of Substance

  • Ramipril
  • Ramipril [USAN:USP:INN:BAN]

MeSH Heading

  • Ramipril

Synonyms

  • (2S,3aS,6aS)-1-((S)-N-((S)-1-Carboxy-3-phenylpropyl)alanyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid, 1-ethyl ester
  • (2S,3aS,6aS)-1-((S)-N-((S)-1-Ethoxycarbonyl-3-phenylpropyl)alanyl)octahydrocyclopenta(b)pyrrol-2-carbonsaeure
  • Acovil
  • Altace
  • Carasel
  • Cardace
  • Cyclopenta(b)pyrrole-2-carboxylic acid, 1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydro-, (2S-(1(R*(R*)),2alpha,3abeta,6abeta))-
  • Delix
  • HOE 498
  • Hytren
  • Lostapres
  • Naprix
  • Pramace
  • Quark
  • Ramace
  • Ramipril
  • Ramiprilum
  • Ramiprilum [Latin]
  • Ramipro
  • Triatec
  • Tritace
  • UNII-L35JN3I7SJ
  • Vesdil

Systematic Name

  • Cyclopenta(b)pyrrole-2-carboxylic acid, 1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydro-, (2S-(1(R*(R*)),2alpha,3abeta,6abeta))-

Registry Numbers

CAS Registry Number

  • 87333-19-5

FDA UNII

  • L35JN3I7SJ

Other Registry Number

  • 126613-39-6

System Generated Number

  • 0087333195

Structure Descriptors

InChI

1S/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)24-15(2)21(26)25-19-11-7-10-17(19)14-20(25)22(27)28/h4-6,8-9,15,17-20,24H,3,7,10-14H2,1-2H3,(H,27,28)/t15-,17-,18-,19-,20-/m0/s1

InChIKey

HDACQVRGBOVJII-JBDAPHQKSA-N

Smiles

CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N2[C@H]3CCC[C@H]3C[C@H]2C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 250mg/kg (250mg/kg)   New Cardiovascular Drugs. Vol. 5, Pg. 57, 1987.
dog LD50 oral > 1gm/kg (1000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 38, Pg. 14, 1988.
mouse LD50 intravenous 1100mg/kg (1100mg/kg)   New Cardiovascular Drugs. Vol. 5, Pg. 57, 1987.
mouse LD50 oral 10048mg/kg (10048mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 38, Pg. 14, 1988.
mouse LD50 oral 10048mg/kg (10048mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Arzneimittel-Forschung. Drug Research. Vol. 38, Pg. 14, 1988.
rat LD50 intravenous 600mg/kg (600mg/kg)   New Cardiovascular Drugs. Vol. 5, Pg. 57, 1987.
rat LD50 oral > 10gm/kg (10000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Arzneimittel-Forschung. Drug Research. Vol. 38, Pg. 14, 1988.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 109 deg C   EXP
log P (octanol-water) 3.320 (none)   EST
Atmospheric OH Rate Constant 1.23E-10 cm3/molecule-sec 25 EST

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