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Substance Name: Methopholine [USAN]
RN: 2154-02-1
UNII: 72L4ZT2W1P
InChIKey: YBCPYHQFUMNOJG-UHFFFAOYSA-N

Classification Codes

  • Analgesic
  • Drug / Therapeutic Agent

Molecular Formula

  • C20-H24-Cl-N-O2

Molecular Weight

  • 345.8676
 
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Names and Synonyms

Name of Substance

  • Methopholine [USAN]
  • Metofoline
  • Metofoline [INN]

Synonyms

  • 1-(p-Chlorophenethyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisoquinoline
  • 1-(p-Chlorophenethyl)-2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
  • 1-(p-Chlorophenethyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline
  • ARC I-K-1
  • Isoquinoline, 1-(2-(4-chlorophenyl)ethyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-
  • Mesofolin
  • Methopholine
  • Metofolina
  • Metofolina [INN-Spanish]
  • Metofoline
  • Metofolinum
  • Metofolinum [INN-Latin]
  • Metopholine
  • NIH 7672
  • NSC 169889
  • Ro 4-1778/1
  • UNII-72L4ZT2W1P
  • Versidyne

Systematic Names

  • Isoquinoline, 1-(2-(4-chlorophenyl)ethyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-
  • Isoquinoline, 1-(p-chlorophenethyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-

Registry Numbers

CAS Registry Number

  • 2154-02-1

FDA UNII

  • 72L4ZT2W1P

System Generated Number

  • 0002154021

Structure Descriptors

InChI

1S/C20H24ClNO2/c1-22-11-10-15-12-19(23-2)20(24-3)13-17(15)18(22)9-6-14-4-7-16(21)8-5-14/h4-5,7-8,12-13,18H,6,9-11H2,1-3H3

InChIKey

YBCPYHQFUMNOJG-UHFFFAOYSA-N

Smiles

c12c(cc(c(c2)OC)OC)CCN(C1CCc1ccc(cc1)Cl)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 295mg/kg (295mg/kg)   Medicinal Chemistry: A Series of Monographs. Vol. 5, Pg. 318, 1965.
mouse LD50 intraperitoneal 70mg/kg (70mg/kg)   Medicinal Chemistry: A Series of Monographs. Vol. 5, Pg. 318, 1965.
mouse LD50 intravenous 25mg/kg (25mg/kg)   Toxicology and Applied Pharmacology. Vol. 6, Pg. 334, 1964.
mouse LD50 oral 180mg/kg (180mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Experientia. Vol. 18, Pg. 446, 1962.
mouse LD50 subcutaneous 180mg/kg (180mg/kg)   "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 966, 1989.
rabbit LD50 intravenous 30mg/kg (30mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Experientia. Vol. 18, Pg. 446, 1962.
rat LD50 intraperitoneal 100mg/kg (100mg/kg)   Medicinal Chemistry: A Series of Monographs. Vol. 5, Pg. 318, 1965.
rat LD50 oral 400mg/kg (400mg/kg)   Medicinal Chemistry: A Series of Monographs. Vol. 5, Pg. 318, 1965.
rat LD50 subcutaneous 400mg/kg (400mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Experientia. Vol. 18, Pg. 446, 1962.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 110.5 deg C   EXP
log P (octanol-water) 4.860 (none)   EST
Atmospheric OH Rate Constant 1.63E-10 cm3/molecule-sec 25 EST

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