ChemicalBook--->CAS DataBase List--->95399-71-6

95399-71-6

95399-71-6 Structure

95399-71-6 Structure
IdentificationBack Directory
[Name]

FOSINOPRILAT
[CAS]

95399-71-6
[Synonyms]

SQ-27519
Fosfenopril
Fospenopril
FOSINOPRILAT
Forsinoprilat
Fosinoprilat-D5
fosinoprilicacid
SQ 27519 Disodium Salt
Fosinopril EP Impurity A
Fosfenopril Disodium Salt
Fosinoprilat Disodium Salt
Fosinoprilic Acid Disodium Salt
Fosinoprilat (Fosinopril IMpurity B)
4β-Cyclohexyl-1-[[hydroxy(4-phenylbutyl)phosphinyl]acetyl]-L-proline
L-Proline, 4-cyclohexyl-1-hydroxy(4-phenylbutyl)phosphinylacetyl-, (4S)-
(4S)-4-Cyclohexyl-1-{[hydroxy(4-phenylbutyl)phosphinyl]acetyl}-L-proline
(4S)-4-Cyclohexyl-1-[2-[hydroxy(4-phenylbutyl)phosphinyl]acetyl]-L-proline Disodium Salt
Fosinopril Related Compound A (25 mg) ((4S)-4-cyclohexyl-[(4-phenylbutyl)phosphinyl]acetyl-L-proline)
[Molecular Formula]

C23H34NO5P
[MDL Number]

MFCD00865781
[MOL File]

95399-71-6.mol
[Molecular Weight]

435.49
Chemical PropertiesBack Directory
[Appearance]

White Crystalline Solid
[Melting point ]

>3000C
[alpha ]

D -24° (c = 1 in methanol)
[Boiling point ]

728.9±60.0 °C(Predicted)
[density ]

1.238±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C Freezer
[solubility ]

Methanol (Slightly), Water (Slightly)
[form ]

Solid
[pka]

2.75±0.50(Predicted)
[color ]

White to Off-White
[Stability:]

Hygroscopic
[Major Application]

pharmaceutical (small molecule)
[InChIKey]

WOIWWYDXDVSWAZ-RTWAWAEBSA-N
[SMILES]

[P](=O)(O)(CCCCc3ccccc3)CC(=O)N1[C@@H](C[C@H](C1)C2CCCCC2)C(=O)O
Hazard InformationBack Directory
[Chemical Properties]

White Crystalline Solid
[Uses]

A metabolite of Fosinopril, a phosphinic acid containing angiotensin converting enzyme (ACE) inhibitor
[Definition]

ChEBI: A phosphinic acid-containing N-acyl derivative of (4S)-cyclohexyl-L-proline. An inhibitor of angiotensin converting enzyme (ACE), it is used as the phosphinate ester pro-drug fosinopril for treatment of ypertension and chronic heart failure.
[in vivo]

Fosfenopril (0.5 mg/kg bolus plus 0.1 mg/kg/min, IV, once) increases p-aminohippurate (PAH) clearance and glomerular filtration rate (GFR) in dogs[3].

Animal Model:Famale mongrel dogs (n=7)[3]
Dosage:0.5 mg/kg (1.1 mumol/kg) bolus plus 0.1 mg/kg/min (0.22 mumol/kg/min)
Administration:IV, once
Result:Increased p-aminohippurate (PAH) clearance and glomerular filtration rate (GFR) by 25 and 16%, respectively without changing arterial pressure (AP).
[IC 50]

TLR4; NF-κB; IL-6; IL-1β
Safety DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)
GHS08
[Signal word ]

Danger
[Hazard statements ]

H360
[Precautionary statements ]

P201-P202-P280-P308+P313-P405-P501
[WGK Germany ]

3
[HS Code ]

2933995300
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Repr. 1A
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