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Fosinopril

CHEBI:CHEBI_5163

Definition

A phosphinate ester-containing N-acyl derivative of (4S)-cyclohexyl-L-proline. It is used for the treatment of hypertension and heart failure. A pro-drug, it is hydrolysed in vivo to the corresponding phosphininc acid, fosinoprilat, which is the active metabolite.

Chemical Information

Molecular Formula
C30H46NO7P
Molecular Mass
563.66250
Charge
0
SMILES
[H][C@]1(C[C@H](N(C1)C(=O)CP(=O)(CCCCc1ccccc1)OC(OC(=O)CC)C(C)C)C(O)=O)C1CCCCC1
InChI
InChI=1S/C30H46NO7P/c1-4-28(33)37-30(22(2)3)38-39(36,18-12-11-15-23-13-7-5-8-14-23)21-27(32)31-20-25(19-26(31)29(34)35)24-16-9-6-10-17-24/h5,7-8,13-14,22,24-26,30H,4,6,9-12,15-21H2,1-3H3,(H,34,35)/t25-,26+,30?,39?/m1/s1
InChIKey
BIDNLKIUORFRQP-FKDWWROVSA-N

Alternative Names

  • (2S,4S)-4-cyclohexyl-1-[2-[(2-methyl-1-propanoyloxypropoxy)-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid
  • (2S,4S)-4-cyclohexyl-1-{2-[(2-methyl-1-propionyloxy-propoxy)-(4-phenyl-butyl)-phosphinoyl]-acetyl}-pyrrolidine-2-carboxylic acid
  • (4S)-4-cyclohexyl-1-({[2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl}acetyl)-L-proline
  • (S)-4-Cyclohexyl-1-{2-[(2-methyl-1-propionyloxy-propoxy)-(4-phenyl-butyl)-phosphinoyl]-acetyl}-pyrrolidine-2-carboxylic acid
  • fosinopril
  • Fosinopril

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

core#notation
CHEBI:5163
DRON_00010000
50166
oboInOwl#hasDbXref
PMID:9195116

Additional References

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

core#notation
CHEBI:5163
pharm_class
Thiazide Diuretic [EPC]
pharm_class_cs
Thiazides [CS]
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
listing_expiration_date
20241231
route
ORAL
spl_id
caba2b68-a304-4fd3-8b5d-53a98470718a
package_ndc
64220-144-09
package_description
50 kg in 1 DRUM (64220-144-09)
marketing_start_date
20160616
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
50166
oboInOwl#hasDbXref
PMID:9195116
oboInOwl#hasAlternativeId
CHEBI:288733
oboInOwl#id
CHEBI:5163
generic_name
fosinopril sodium
product_type
BULK INGREDIENT
dosage_form
POWDER
marketing_category
BULK INGREDIENT
labeler_name
CIPLA USA INC.
brand_name
Fosinopril Sodium and Hydrochlorothiazide
brand_name_base
Fosinopril Sodium and Hydrochlorothiazide
product_ndc
64220-144
application_number
ANDA079245
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#has_functional_parent
http://purl.obolibrary.org/obo/CHEBI_116962
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50266
BFO_0000053
http://purl.obolibrary.org/obo/DRON_00723853
chebi#is_conjugate_acid_of
http://purl.obolibrary.org/obo/CHEBI_59125
rxcui
857187
active_ingredient_name
FOSINOPRIL SODIUM
active_ingredient_strength
50 kg/50kg
unii
NW2RTH6T2N
nui
M0471776
pharm_class_epc
Thiazide Diuretic [EPC]
pharm_class_pe
Increased Diuresis [PE]
package_marketing_start_date
20050621
manufacturer_name
CIPLA USA INC.
spl_set_id
ee78de8e-22f4-4c3b-a721-e9464d704eda
upc
0369097972073
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect27999
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_59125
owl#annotatedSource
t242170
owl#someValuesFrom
t1020266