(6R)-6-(Dimethylamino)-4,4-diphenyl-3-heptanone hydrochloride (1: 1)

Names

[ CAS No. ]:
5967-73-7

[ Name ]:
(6R)-6-(Dimethylamino)-4,4-diphenyl-3-heptanone hydrochloride (1: 1)

[Synonym ]:
(-)-Mephobarbital
(R)-(6-dimethylamino-4,4-diphenylheptan-3-one) hydrochloride
UNII-5NC67NU76B component ALARQZQTBTVLJV-CYBMUJFWSA-N
(R)-6-dimethylamino-4,4-diphenyl-3-heptanone hydrochloride
(-)-Methylphenobarbital
(-)-Methadone hydrochloride
(6R)-methadone hydrochloride
(R)-Methylphenobarbital
(5S)-mephobarbital
2,4,6(1H,3H,5H)-Pyrimidinetrione,5-ethyl-1-methyl-5-phenyl-,(R)
(R)-(-)-mephobarbital
R-(-)-methadone hydrochloride

Chemical & Physical Properties

[ Boiling Point ]:
423.7ºC at 760 mmHg

[ Melting Point ]:
220-227ºC

[ Molecular Formula ]:
C21H28ClNO

[ Molecular Weight ]:
345.90600

[ Flash Point ]:
126.5ºC

[ Exact Mass ]:
345.18600

[ PSA ]:
20.31000

[ LogP ]:
5.09400

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MJ6475000
CHEMICAL NAME :
3-Heptanone, 6-(dimethylamino)-4,4-diphenyl-, hydrochloride, (-)-
CAS REGISTRY NUMBER :
5967-73-7
LAST UPDATED :
199601
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C21-H27-N-O.Cl-H
MOLECULAR WEIGHT :
345.95

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human
DOSE/DURATION :
44 ug/kg
TOXIC EFFECTS :
Behavioral - hallucinations, distorted perceptions Behavioral - analgesia
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 93,282,1948
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
24 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 98,305,1950
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
20 mg/kg
TOXIC EFFECTS :
Endocrine - other changes
REFERENCE :
BJPCAL British Journal of Pharmacology and Chemotherapy. (London, UK) V.1-33, 1946-68. For publisher information, see BJPCBM. Volume(issue)/page/year: 10,260,1955
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
97300 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JOCEAH Journal of Organic Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1936- Volume(issue)/page/year: 17,321,1952
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
30 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 98,305,1950
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
19 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 98,305,1950
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
18 mg/kg
TOXIC EFFECTS :
Behavioral - analgesia
REFERENCE :
APACAB Acta Physiologica Academiae Scientiarum Hungaricae. (Budapest, Hungary) V.1-60, 1950-82. Volume(issue)/page/year: 4,363,1953
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Parenteral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
6483 ug/kg
TOXIC EFFECTS :
Behavioral - analgesia
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 145,11,1964

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • (R)-(-)-2,2-diphenyl-4-dimethylaminopentanenitrile
  • ETHYLMAGNESIUM BROMIDE
  • Formaldehyde hydrochloride (1:1)
  • 2,2-Diphenylacetonitrile

DownStream

Related Compounds

  • tert-Butyl 4-bromo-5-(bromodifluoromethoxy)-1H-indazole-1-carboxylate
  • Methyl 2-fluoro-5-oxotetrahydro-1H-pyrrolizine-7a(5H)-carboxylate
  • 7-(8-Bromo-1-naphthalenyl)-2,4-dichloro-8-fluoropyrido[4,3-d]pyrimidine
  • 7-(8-Bromo-1-naphthalenyl)-8-fluoropyrido[4,3-d]pyrimidine-2,4(1H,3H)-dione
  • Tert-butyl 4-bromo-5-((tert-butoxycarbonyl)oxy)-1H-indazole-1-carboxylate
  • 4-Bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-benz[f]indazole
  • 7,8-Difluoro-3-(methoxymethoxy)naphthalen-1-yl trifluoromethanesulfonate
  • tert-Butyl 3-(7-chloro-8-fluoro-2-(((2R,7aS)-2-fluorotetrahydro-1H-pyrrolizin-7a(5H)-yl)methoxy)pyrido[4,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate
  • 7-(3-(Benzyloxy)naphthalen-1-yl)-2,4-dichloro-8-fluoropyrido[4,3-d]pyrimidine
  • 2-((3-(8-Bromonaphthalen-1-yl)prop-2-yn-1-yl)oxy)tetrahydro-2H-pyran