Spirapril

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Names

[ CAS No. ]:
83647-97-6

[ Name ]:
Spirapril

[Synonym ]:
Renormax
Spirapril [INN:BAN]
Espirapril [Spanish]
Setrilan
Spirapril (INN)
Not established
Spiraprilum [Latin]
Sandopril
Spirapril

Chemical & Physical Properties

[ Density]:
1.32 g/cm3

[ Boiling Point ]:
697.8ºC at 760 mmHg

[ Molecular Formula ]:
C22H30N2O5S2

[ Molecular Weight ]:
466.61400

[ Flash Point ]:
375.8ºC

[ Exact Mass ]:
466.16000

[ PSA ]:
146.54000

[ LogP ]:
2.71960

[ Index of Refraction ]:
1.621

[ Storage condition ]:
-20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
JO4925000
CHEMICAL NAME :
1,4-Dithia-7-azaspiro(4,4)nonane-8-carboxylic acid, 7-(2-((1-(ethoxycarbonyl)-3-phenylpropyl) amino)-1-oxopropyl)-, (8S-(7(R*(R*)),8R*))-
CAS REGISTRY NUMBER :
83647-97-6
LAST UPDATED :
199612
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C22-H30-N2-O5-S2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>2500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 5,98,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
600 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 5,98,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>2500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 5,98,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 5,98,1985 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
13500 mg/kg/90D-I
TOXIC EFFECTS :
Kidney, Ureter, Bladder - other changes Blood - changes in erythrocyte (RBC) count Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 5,98,1985
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
5400 mg/kg/90D-I
TOXIC EFFECTS :
Kidney, Ureter, Bladder - other changes
REFERENCE :
TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 5,98,1985

Synthetic Route

Precursor & DownStream

Precursor

  • N-[(S)-1-Ethoxycarbonyl-3-phenylpropyl]-L-alanine
  • N-Cbz-4-keto-L-proline ethyl ester
  • N-[(phenylmethoxy)carbonyl]-1,4-dithia-7-azaspiro[4.4]nonane-8(S)-carboxylic acid ethyl ester
  • N-Carbobenzoxy-4-oxo-L-proline
  • 5,5-dimethyl-2-methylsulfanyl-4,5-dihydro-oxazole-4-carboxylic acid ethyl ester
  • (S)-7-(tert-butoxycarbonyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxylic acid
  • (S)-7-tert-butyl 8-(2-(trimethylsilyl)ethyl) 1,4-dithia-7-azaspiro[4.4]nonane-7,8-dicarboxylate
  • (8S)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxylic acid

DownStream

  • Spirapril hydrochloride

Related Compounds

  • Spirapril HCl
  • Spirapril HCl
  • Spirapril hydrochloride monohydrate
  • 1-[1-(2,2-Diphenylacetyl)azetidin-3-yl]pyrrolidine-2,5-dione
  • 1-(1-(2-([1,1'-Biphenyl]-4-yloxy)acetyl)azetidin-3-yl)pyrrolidine-2,5-dione
  • 1-(1-(3,5-Dimethylisoxazole-4-carbonyl)azetidin-3-yl)pyrrolidine-2,5-dione
  • (2R,3S,4R)-5,5-Bis(benzylthio)pentane-1,2,3,4-tetraol
  • 1-(1-(2-(Cyclopentylthio)acetyl)azetidin-3-yl)pyrrolidine-2,5-dione
  • 1-[1-(2-Cyclohexylacetyl)azetidin-3-yl]pyrrolidine-2,5-dione
  • 1-[1-(3,4-Diethoxybenzoyl)azetidin-3-yl]pyrrolidine-2,5-dione
  • 1-(1-(2-([1,1'-Biphenyl]-4-yl)acetyl)azetidin-3-yl)pyrrolidine-2,5-dione
  • 1-[1-(3-Bromobenzoyl)azetidin-3-yl]pyrrolidine-2,5-dione
  • 1-[1-(2,4-Dimethylbenzoyl)azetidin-3-yl]pyrrolidine-2,5-dione
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