Azasetron HCl

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Names

[ CAS No. ]:
123040-16-4

[ Name ]:
Azasetron HCl

[Synonym ]:
Azasetron HCl
UNII:2BSS7XL60S
AZASETRON
Azasetron (hydrochloride)
MFCD00209913
Y-25130 Hydrochloride
N-1-AZABICYCLO[2.2.2]OCT-3-YL-6-CHLORO-3,4-DIHYDRO-4-METHYL-3-OXO-2H-1,4-BENZOXAZINE-8-CARBOXAMIDE
Serotone
2H-1,4-BENZOXAZINE-8-CARBOXAMIDE,N-1-AZABICYCLO[2.2.2]OCT-3-YL-6-CHLORO-3,4-DIHYDRO-4-METHYL-3-OXO-,HYDROCHLORIDE (1:1)
N-(1-Azabicyclo[2.2.2]oct-3-yl)-6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxamide hydrochloride (1:1)
INTERMEDIATE OF AZASETRON HCL
2H-1,4-BENZOXAZINE-8-CARBOXAMIDE, 3,4-DIHYDRO-N-1-AZABICYCLO(2.2.2)OCT-3-YL-6-C
Azasetron hydrochloride
2H-1,4-Benzoxazine-8-carboxamide, N-1-azabicyclo[2.2.2]oct-3-yl-6-chloro-3,4-dihydro-4-methyl-3-oxo-, hydrochloride (1:1)
N-(1-AZABICYCLO[2.2.2]OCT-3-YL)-6-CHLORO-4-METHYL-3-OXO-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-8-CARBOXAMIDE HYDROCHLORIDE
Azasetronhydrochloride

Chemical & Physical Properties

[ Boiling Point ]:
558ºC at 760 mmHg

[ Molecular Formula ]:
C17H21Cl2N3O3

[ Molecular Weight ]:
386.273

[ Flash Point ]:
291.2ºC

[ Exact Mass ]:
385.096008

[ PSA ]:
61.88000

[ LogP ]:
2.71500

[ Storage condition ]:
Desiccate at -20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DM3001200
CHEMICAL NAME :
2H-1,4-Benzoxazine-8-carboxamide, 3,4-dihydro-N-1-azabicyclo(2.2.2)oct-3-yl-6-chloro-4- methyl-3-oxo-, monohydrochloride
CAS REGISTRY NUMBER :
123040-16-4
LAST UPDATED :
199706
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C17-H20-Cl-N3-O3.Cl-H
MOLECULAR WEIGHT :
386.31

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
132 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 42,255,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,7,1995 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
910 mg/kg/13W-I
TOXIC EFFECTS :
Behavioral - food intake (animal) Endocrine - changes in spleen weight Nutritional and Gross Metabolic - other changes
REFERENCE :
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 42,255,1991
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
9100 mg/kg/13W-I
TOXIC EFFECTS :
Behavioral - ataxia Gastrointestinal - nausea or vomiting Blood - changes in bone marrow (not otherwise specified)
REFERENCE :
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 51,343,1996
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
2730 mg/kg/91D-I
TOXIC EFFECTS :
Liver - other changes Endocrine - hypoglycemia Blood - pigmented or nucleated red blood cells
REFERENCE :
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 43,489,1992 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
7500 mg/kg
SEX/DURATION :
female 17-21 day(s) after conception female 20 day(s) after conception
TOXIC EFFECTS :
Reproductive - Maternal Effects - other effects Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive) Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)
REFERENCE :
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 52,77,1996
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
DOSE :
1100 mg/kg
SEX/DURATION :
female 7-17 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Newborn - physical
REFERENCE :
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 44,61,1992
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
DOSE :
2600 mg/kg
SEX/DURATION :
female 7-21 day(s) after conception lactating female 21 day(s) post-birth
TOXIC EFFECTS :
Reproductive - Effects on Newborn - physical
REFERENCE :
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 44,79,1992

Safety Information

[ Safety Phrases ]:
S22-S24/25

[ WGK Germany ]:
3

Synthetic Route

Precursor & DownStream

Precursor

  • (RS)-3-amino-1-azabicyclo[2.2.2]octane
  • 6-CHLORO-3,4-DIHYROGEN-4-METHYL-3-OXO-2H-1,4-BENZOXAZOLE-8-ACYLCHLORIDE

DownStream


Related Compounds

  • Azasetron HCl
  • azasetron
  • Azasetron hydrochloride
  • Azasetron
  • EPZ020411 HCl
  • Difelikefalin HCl
  • Acetamide, 2-(cyclopropylamino)-N-[(tetrahydro-2-furanyl)methyl]-
  • 2-(cyclopropylamino)-N-(2-ethylphenyl)acetamide
  • N-benzyl-2-(cyclopropylamino)-N-methylacetamide
  • 2-(Cyclopropylamino)-1-(2,6-dimethylpiperidin-1-yl)ethanone
  • 4-(3-(3-(Trifluoromethyl)phenyl)-1H-1,2,4-triazol-5-yl)piperidine
  • 2-bromo-N-(5-tert-butyl-1H-pyrazol-3-yl)-5-chloropyrimidin-4-amine
  • 3-chloro-4-iodo-1H-pyrazolo[3,4-b]pyridine
  • 2-chloro-1-methyl-5-(1-methyl-1H-pyrazol-5-yl)-1H-pyrrole-3-carboxylic acid
  • 5-{[9-(2-Isobutoxybenzyl)-3,9-diazaspiro[5.5]undec-3-yl]carbonyl}pyridin-2(1h)-one
  • methyl 5-bromo-1-methyl-1H-pyrrole-3-carboxylate
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