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Details

Stereochemistry ABSOLUTE
Molecular Formula C25H22N5O6S.Na
Molecular Weight 543.527
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of APALCILLIN SODIUM

SMILES

[Na+].[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)C3=CN=C4C=CC=NC4=C3O)C5=CC=CC=C5)C([O-])=O

InChI

InChIKey=DIGBQDMXLUJMHN-FSWJYKAZSA-M
InChI=1S/C25H23N5O6S.Na/c1-25(2)19(24(35)36)30-22(34)17(23(30)37-25)29-21(33)15(12-7-4-3-5-8-12)28-20(32)13-11-27-14-9-6-10-26-16(14)18(13)31;/h3-11,15,17,19,23H,1-2H3,(H,27,31)(H,28,32)(H,29,33)(H,35,36);/q;+1/p-1/t15-,17-,19+,23-;/m1./s1

HIDE SMILES / InChI
Apalcillin is a naphthydridine derivative of ampicillin. Apalcillin has a broad spectrum of antibacterial activity that is very similar to that of piperacillin, except that apalcillin is significantly more active against Pseudomonas aeruginosa and Acinetobacter spp. Against Acinetobacter spp., apalcillin is uniquely active, compared to the other penicillins and comparison drugs. Strains producing high amounts of β-lactamases do become resistant to apalcillin. PAH (p-aminohippurate) clearance was significantly decreased during apalcillin infusion. Apalcillin appeared to compete with PAH for proximal tubular secretion but induced no further renal dysfunction.

Approval Year

PubMed

PubMed

TitleDatePubMed
The pharmacokinetics of the interstitial space in humans.
2003 Jul 30
Patents
Name Type Language
APALCILLIN SODIUM
MART.   USAN   WHO-DD  
USAN  
Official Name English
WY-44,417 SODIUM
Code English
APALCILLIN SODIUM [USAN]
Common Name English
APALCILLIN SODIUM SALT [MI]
Common Name English
Sodium (2S,5R,6R)-6-[(R)-2-(4-hydroxy-1,5-naphthyridine-3-carboxamido)-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
Systematic Name English
APALCILLIN SODIUM [MART.]
Common Name English
APALCILLIN SODIUM SALT
MI  
Common Name English
WY-44417 SODIUM
Code English
APALCILLIN SODIUM [JAN]
Common Name English
Apalcillin sodium [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1500
Created by admin on Fri Dec 15 15:12:08 GMT 2023 , Edited by admin on Fri Dec 15 15:12:08 GMT 2023
Code System Code Type Description
CAS
58795-03-2
Created by admin on Fri Dec 15 15:12:08 GMT 2023 , Edited by admin on Fri Dec 15 15:12:08 GMT 2023
PRIMARY
NCI_THESAURUS
C76218
Created by admin on Fri Dec 15 15:12:08 GMT 2023 , Edited by admin on Fri Dec 15 15:12:08 GMT 2023
PRIMARY
SMS_ID
100000085185
Created by admin on Fri Dec 15 15:12:08 GMT 2023 , Edited by admin on Fri Dec 15 15:12:08 GMT 2023
PRIMARY
ChEMBL
CHEMBL3306902
Created by admin on Fri Dec 15 15:12:08 GMT 2023 , Edited by admin on Fri Dec 15 15:12:08 GMT 2023
PRIMARY
EPA CompTox
DTXSID00974318
Created by admin on Fri Dec 15 15:12:08 GMT 2023 , Edited by admin on Fri Dec 15 15:12:08 GMT 2023
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CHEBI
51697
Created by admin on Fri Dec 15 15:12:08 GMT 2023 , Edited by admin on Fri Dec 15 15:12:08 GMT 2023
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FDA UNII
3XQ12NYC0Q
Created by admin on Fri Dec 15 15:12:08 GMT 2023 , Edited by admin on Fri Dec 15 15:12:08 GMT 2023
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MERCK INDEX
m1980
Created by admin on Fri Dec 15 15:12:08 GMT 2023 , Edited by admin on Fri Dec 15 15:12:08 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
261-446-1
Created by admin on Fri Dec 15 15:12:08 GMT 2023 , Edited by admin on Fri Dec 15 15:12:08 GMT 2023
PRIMARY
PUBCHEM
23663957
Created by admin on Fri Dec 15 15:12:08 GMT 2023 , Edited by admin on Fri Dec 15 15:12:08 GMT 2023
PRIMARY
EVMPD
SUB00556MIG
Created by admin on Fri Dec 15 15:12:08 GMT 2023 , Edited by admin on Fri Dec 15 15:12:08 GMT 2023
PRIMARY