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Substance Name: Enalapril maleate [USAN:USP:JAN]
RN: 76095-16-4
UNII: 9O25354EPJ
InChIKey: OYFJQPXVCSSHAI-QFPUQLAESA-N

Note

  • One of the ANGIOTENSIN-CONVERTING ENZYME INHIBITORS that is used to treat hypertension.

Molecular Formula

  • C20-H28-N2-O5.C4-H4-O4

Molecular Weight

  • 492.5218
 

Classification Codes

  • Antihypertensive
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Enalapril maleate
  • Enalapril maleate [USAN:USP:JAN]

Synonyms

  • (S)-1-(N-(1-(Ethoxycarbonyl)-3-phenylpropyl)-L-alanyl)-L-proline maleate (1:1)
  • 1-(N-((S)-1-Carboxy-3-phenylpropyl)-L-alanyl)-L-proline 1'-ethyl ester, maleate (1:1)
  • A-Rin
  • Acetensil
  • Alphrin
  • Amprace
  • Analept
  • Atens
  • Baripril
  • Benalapril
  • Benalipril
  • Biocronil
  • BQL
  • Controlvas
  • Converten
  • Convertin
  • Coprilor
  • Coroldil
  • Crinoren
  • Dabonal
  • Defluin
  • Denapril
  • Ecapril
  • Ednyt
  • EINECS 278-375-7
  • Elfonal
  • Enacard
  • Enalabene
  • Enaladil
  • Enalapril maleate
  • Enalasyn
  • Enaloc
  • Enalped
  • Enap
  • Enapren
  • Enapres
  • Enapril
  • Enaprin
  • Enarenal
  • Enaril
  • Envas
  • Epaned Kit
  • Eupressin
  • Feliberal
  • Glioten
  • Herten
  • Hipoartel
  • Hipten
  • HSDB 6529
  • Hytrol
  • Innovace
  • Innovade
  • Inoprilat
  • Insup
  • Invoril
  • Kenopril
  • Konveril
  • L-Proline, 1-(N-(1-(ethoxycarbonyl)-3-phenylpropyl)-L-alanyl)-, (S)-, (Z)-2-butenedioate (1:1)
  • Lapril
  • Lipraken
  • Lotrial
  • Mapryl
  • Mepril
  • Minipril
  • MK 421
  • MK 421 maleate
  • MK-421
  • N-((S)-1-Ethoxycarbonyl-3-phenylpropyl)-L-alanyl-L-proline maleate (1:1)
  • Naprilene
  • Naritec
  • Neotensin
  • Norpril
  • Nuril
  • Palane
  • Pres
  • Presil
  • Pressotec
  • Pril
  • Prilenap
  • Pulsol
  • Reca
  • Regomed
  • Renavace
  • Renitec
  • Renitek
  • Reniten
  • Renivace
  • Repantril
  • Ristalen
  • Sintec
  • Tenace
  • Tensazol
  • Unaril
  • UNII-9O25354EPJ
  • Unipril
  • Vapresan
  • Vasopril
  • Vasotec
  • Xanef

Systematic Names

  • (S)-1-(N-(1-(Ethoxycarbonyl)-3-phenylpropyl)-L-alanyl)-L-proline maleate (1:1)
  • L-Proline, 1-(N-(1-(ethoxycarbonyl)-3-phenylpropyl)-L-alanyl)-, (S)-, (Z)-2-butenedioate (1:1)
  • L-Proline, N-((1S)-1-(ethoxycarbonyl)-3-phenylpropyl)-L-alanyl-, (2Z)-2-butenedioate (1:1)

Mixture Names

  • Lexxel
  • Vaseretic

Registry Numbers

CAS Registry Number

  • 76095-16-4

FDA UNII

  • 9O25354EPJ

Other Registry Number

  • 77549-59-8

Related Registry Number

  • 75847-73-3 (Parent)

System Generated Number

  • 0076095164

Molecular Formulas

Molecular Formula

  • C20-H28-N2-O5.C4-H4-O4

Molecular Formula Fragments

  • C20-H28-N2-O5
  • C4-H4-O4
  • COMPONENT

Structure Descriptors

InChI

1S/C20H28N2O5.C4H4O4/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25;5-3(6)1-2-4(7)8/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25);1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,16-,17-;/m0./s1

InChIKey

OYFJQPXVCSSHAI-QFPUQLAESA-N

Smiles

CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N2CCC[C@H]2C(=O)O.C(=C\C(=O)O)\C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 71ug/kg (0.071mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION British Medical Journal. Vol. 291, Pg. 1309, 1985.
man TDLo oral 143ug/kg (0.143mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" British Medical Journal. Vol. 294, Pg. 91, 1987.
man TDLo oral 357ug/kg/3D-I (0.357mg/kg) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA American Journal of Emergency Medicine. Vol. 8, Pg. 124, 1990.
mouse LD50 intravenous 859mg/kg (859mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 413, 1985.
mouse LD50 oral 3507mg/kg (3507mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 413, 1985.
mouse LD50 subcutaneous 1160mg/kg (1160mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 413, 1985.
rat LD50 intravenous 849mg/kg (849mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 413, 1985.
rat LD50 oral 2973mg/kg (2973mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 413, 1985.
rat LD50 subcutaneous 1418mg/kg (1418mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 13, Pg. 413, 1985.
women TDLo oral 400ug/kg/2D-I (0.4mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" British Medical Journal. Vol. 294, Pg. 91, 1987.
women TDLo oral 2800ug/kg/4W- (2.8mg/kg) KIDNEY, URETER, AND BLADDER: RENAL FUNCTION TESTS DEPRESSED

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION
British Medical Journal. Vol. 291, Pg. 450, 1985.
women TDLo oral 4mg/kg/10D-I (4mg/kg) LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL"

LIVER: LIVER FUNCTION TESTS IMPAIRED
Annals of Pharmacotherpy. Vol. 27, Pg. 1405, 1993.
women TDLo oral 5600ug/kg/4W- (5.6mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION Lancet. Vol. 2, Pg. 1395, 1986.
women TDLo oral 39500ug/kg/56 (39.5mg/kg) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Family Practice. Vol. 34, Pg. 201, 1992.