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2154-02-1

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Basic Information
CAS No.: 2154-02-1
Name: Metofoline
Molecular Structure:
Molecular Structure of 2154-02-1 (Metofoline)
Formula: C20H24 Cl N O2
Molecular Weight: 345.869
Synonyms: Isoquinoline,1-(p-chlorophenethyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl- (6CI,7CI,8CI);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; ARC1-K-1; ARC I-K 1; Methopholine; Metofoline; Metopholine; NSC 169889; Ro 4-1778;Versidyne
Density: 1.131g/cm3
Melting Point: 110-111°
Boiling Point: 449.3°Cat760mmHg
Flash Point: 225.5°C
Safety: Poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. When heated to decomposition it emits very toxic fumes of HCl and NOx.
PSA: 21.70000
LogP: 4.45690
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Chemistry

IUPAC: 1-[2-(4-Chlorophenyl)ethyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline  
 Methopholine (2154-02-1) is also called for 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 ; Metofolina ; Metofoline ; Metofolinum ; Metopholine ; NIH 7672 ; NSC 169889 ; Ro 4-1778/1 ; UNII-72L4ZT2W1P ; Versidyne and so on.
Molecular Formula: C20H24ClNO2
Molecular Weight: 345.86
LogP: ACD/LogP: 4.94
XLogP: 4.10
ALOGPS: 4.26 
ACD/LogD (pH 5.5): 2.52 
ACD/LogD (pH 7.4): 4.23 
ACD/BCF (pH 5.5): 12.76 
ACD/BCF (pH 7.4): 651.23 
ACD/KOC (pH 5.5): 44.19 
ACD/KOC (pH 7.4): 2255.43 
H bond acceptors: 3 
H bond donors: 0 
Freely Rotating Bonds: 5
Heavy Atom Count: 24
Formal Charge: 0
Complexity: 386
Isotope Atom Count: 0
Defined Atom StereoCenter Count: 0
Undefined Atom StereoCenter Count: 1
Defined Bond StereoCenter Count: 0
Undefined Bond StereoCenter Count: 0
Covalently-Bonded Unit Count: 1 
Index of Refraction: 1.559 
Molar Refractivity: 98.76 cm3 
Molar Volume: 305.5 cm3  
Surface Tension: 39.3 dyne/cm 
Density: 1.131 g/cm3 
Flash Point: 225.5°C 
Enthalpy of Vaporization: 70.8 kJ/mol 
Boiling Point: 449.3°C at 760 mmHg 
The molecular structure of  Methopholine (2154-02-1) :

Uses

 Methopholine (2154-02-1) is used as opioids, it has around the same efficacy as an analgesic as codeine, and was evaluated for the treatment of  postoperative pain, but never commercialised.

Toxicity Data With Reference

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.

Safety Profile

Poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. When heated to decomposition it emits very toxic fumes of HCl and NOx.

Specification

Treatment of  Methopholine (2154-02-1) in Wastewater,see as follows :
Total removal:72.78  percent
Total biodegradation:0.64  percent
Total sludge adsorption:72.13  percent
Total to air:0.00  percent
(using 10000 hr Bio P,A,S)