CAS No.37091-66-0 | Azlocillin

Introduction

Aloxicillin, English Name: azlocillin, chemical name is (2S, 5R, 6R) - 3,3-dimethyl-6 - ((R) -2- (2-oxo-1-imidazoline formylamino) - 2-phenylacetamino] - 7-oxo-4-thia-1-azabicyclo [3.2.0] heptane-2-carboxylic acid, white or quasi white powder or loose block. Clinically, it is mainly used to treat sepsis \ meningitis \ pneumonia \ biliary tract infection \ post burn and other serious infections caused by Gram negative bacteria< Br>

Names and Identifiers

Azlocillin
AZLOCILLIN ACID
3,3-Dimethyl-6-oxo-7-[2-(2-oxoimidazolidin-1-yl)carbonylamino-2-phenyl-acetyl]amino-2-thia-5-azabicyclo[3.2.0]heptane-4-carboxylic acid
3,3-Dimethyl-7-oxo-6-[[[[(2-oxoimidazolidin-1-yl)carbonyl]amino]phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
[2S-[2a,5a,6(s*)]]3,3-dimethyl-7-oxo-6{[[[[(2-oxoimideazolidine-1-yl)carbonyl]amino]phenylacethyl]-amino]-4-thia-1-azabicyclo[3,2,0]-heptane-2-carboxylic acid

6α-[[(R)-[[(2-Oxo-1-imidazolidinyl)carbonyl]amino]phenylacetyl]amino]penicillanic acid
AZLOCILLIN SODIUM
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[{[(2-oxoimidazolidin-1-yl)carbonyl]amino}(phenyl)acetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
sodium (5R,6R)-3,3-dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxyl
Azlocillin (USAN/INN)
Azlocillin (USAN/INN)
NSC 758227
NSC 758227
Azlocilina
Azlocilina
NSC-758227
NSC-758227
HY-B0529
HY-B0529
Prestwick3_000821
Prestwick3_000821
AKOS025402328
AKOS025402328
AZLOCILLIN [USAN]
AZLOCILLIN [USAN]
D02339
D02339
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenyl-acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenyl-acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[(2S)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenyl-acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Azlocillin
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[(2S)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenyl-acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Azlocillin
D81792
D81792
Epitope ID:141185
Epitope ID:141185
AZLOCILLIN [MART.]
AZLOCILLIN [MART.]
Azlocilina [INN-Spanish]
Azlocilina [INN-Spanish]
Azlocilline [INN-French]
Azlocilline [INN-French]
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Azlocillin sodium salt
Azlocillin sodium salt
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-((R)-2-(2-oxo-1-imidazolidinecarboxamido)-2-phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-((R)-2-(2-oxo-1-imidazolidinecarboxamido)-2-phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
(2S,5R,6R)-3,3-DIMETHYL-7-OXO-6-(((2R)-2-(((2-OXOIMIDAZOLIDIN-1-YL)CARBONYL)AMINO)-2-PHENYLACETYL)AMINO)-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID
(2S,5R,6R)-3,3-DIMETHYL-7-OXO-6-(((2R)-2-(((2-OXOIMIDAZOLIDIN-1-YL)CARBONYL)AMINO)-2-PHENYLACETYL)AMINO)-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID
DTXSID1022639
DTXSID1022639
GTPL12260
GTPL12260
DB01061
DB01061
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
A823527
A823527
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 3,3-DIMETHYL-7-OXO-6-(((((2-OXO-1-IMIDAZOLIDINYL)CARBONYL)AMINO)PHENYLACETYL)AMINO)-, (2S-(2.ALPHA.,5.ALPHA.,6.BETA.(S*)))-
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 3,3-DIMETHYL-7-OXO-6-(((((2-OXO-1-IMIDAZOLIDINYL)CARBONYL)AMINO)PHENYLACETYL)AMINO)-, (2S-(2.ALPHA.,5.ALPHA.,6.BETA.(S*)))-
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(R)-2-(2-oxo-1-imidazolidinecarboxamido)-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(R)-2-(2-oxo-1-imidazolidinecarboxamido)-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Azlocillin [USAN:INN:BAN]
Azlocillin [USAN:INN:BAN]
AZLOCILLIN [WHO-DD]
AZLOCILLIN [WHO-DD]
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[[[[((R)-2-oxo-1-imidazolidinyl)carbonyl]amino]phenylacetyl]amino]-, (2S,5R,6R)-
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[[[[((R)-2-oxo-1-imidazolidinyl)carbonyl]amino]phenylacetyl]amino]-, (2S,5R,6R)-
37091-65-9
37091-65-9
BPBio1_000817
BPBio1_000817
BRD-K60663764-236-02-1
BRD-K60663764-236-02-1
JTWOMNBEOCYFNV-NFFDBFGFSA-N
JTWOMNBEOCYFNV-NFFDBFGFSA-N
J01CA09
J01CA09
CHEMBL1537
CHEMBL1537
AZLOCILLIN [VANDF]
AZLOCILLIN [VANDF]
SCHEMBL34150
SCHEMBL34150
DS-3291
DS-3291
2,2-dimethyl-6beta-[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]penam-3alpha-carboxylic acid
2,2-dimethyl-6beta-[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]penam-3alpha-carboxylic acid
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
EINECS 253-348-2
EINECS 253-348-2
Q510154
Q510154
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[[[[(2-oxo-1-imidazolidinyl)carbonyl]amino]phenylacetyl]amino]-, [2S-[2a,5a,6b(S*)]]-
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[[[[(2-oxo-1-imidazolidinyl)carbonyl]amino]phenylacetyl]amino]-, [2S-[2a,5a,6b(S*)]]-
C06839
C06839
CS-0009500
CS-0009500
HUM6H389W0
HUM6H389W0
azlocillin
azlocillin
Azlocilline
Azlocilline
37091-66-0
37091-66-0
Azlocillinum [INN-Latin]
Azlocillinum [INN-Latin]
UNII-HUM6H389W0
UNII-HUM6H389W0
6-((R)-2-(2-Oxoimidazolidin-1-carboxamido)-2-phenylacetamido)penicillansaeure
6-((R)-2-(2-Oxoimidazolidin-1-carboxamido)-2-phenylacetamido)penicillansaeure
BSPBio_000741
BSPBio_000741
AC-8140
AC-8140
AZLOCILLIN [INN]
AZLOCILLIN [INN]
EN300-7382797
EN300-7382797
NS00099144
NS00099144
Azlin
Azlin
CHEBI:2956
CHEBI:2956
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(((((2-oxo-1-imidazolidinyl)carbonyl)amino)phenylacetyl)amino)-, (2S-(2alpha,5alpha,6beta(S*)))-
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(((((2-oxo-1-imidazolidinyl)carbonyl)amino)phenylacetyl)amino)-, (2S-(2alpha,5alpha,6beta(S*)))-
Azlocillinum
AZLOCILLIN [MI]
Azlocillinum
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-((R)-2-(2-oxoimidazolidine-1-carboxamido)-2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
AZLOCILLIN [MI]
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-((R)-2-(2-oxoimidazolidine-1-carboxamido)-2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

+ expand

MDL：MFCD00864967
InChIKey：JTWOMNBEOCYFNV-NFFDBFGFSA-N
Inchi：1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)
SMILES：O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2NC([C@H](NC(N3CCNC3=O)=O)C4=CC=CC=C4)=O)N1C2=O)O

Chemical and Physical Properties

Computed Properties

Exact Mass: 461.13709
Hydrogen Bond Donor Count: 4
Hydrogen Bond Acceptor Count: 11
Rotatable Bond Count: 8
Monoisotopic Mass: 461.137
Heavy Atom Count: 32
Complexity: 844
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 4
Undefined Atom Stereocenter Count : 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
XLogP3: 0.1
Topological Polar Surface Area: 173A^2

Experimental Properties

LogP: 1.08060
PSA: 148.15
Refractive Index: 1.696
Density: 1.55

Security Information

Hazard Statement：H302-H315-H319-H335
Warning Statement：P261-P305+P351+P338
Storage Condition：Sealed in dry,Room Temperature
Signal Word：Warning

Related Literature

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2. Selective recognition of neutral guests in an aqueous medium by a biomimetic calix[6]cryptamide receptor Angélique Lascaux,Ga?l De Leener,Luca Fusaro,Filip Topi?,Kari Rissanen,Michel Luhmer,Ivan Jabin Org. Biomol. Chem. 2016 14 738
3. Palladium-catalyzed regio- and stereoselective access to allyl ureas/carbamates: facile synthesis of imidazolidinones and oxazepinones Irshad Maajid Taily,Debarshi Saha,Prabal Banerjee Org. Biomol. Chem. 2020 18 6564
4. The potential of monoclonal antibodies against ampicillin for the preparation of a multi-immunoaffinity chromatography for penicillins? Richard Dietrich,Ewald Usleber,Erwin M?rtlbauer Analyst 1998 123 2749
5. Triply phenoxo bridged Eu(iii) and Sm(iii) complexes with 2,6-diformyl-4-methylphenol-di(benzoylhydrazone): structure, spectra and biological study in human cell lines Kuheli Das,Soumendra Nandi,Sudipa Mondal,Tulin Askun,Zerrin Cantürk,Pinar Celikboyun,Chiara Massera,Eugenio Garribba,Amitabha Datta,Chittaranjan Sinha,Takashiro Akitsu New J. Chem. 2015 39 1101
6. Advances in drug monitoring and therapeutic drug monitoring David L. Colbert,J. Landon,G. Gallacher,Grace Sweeney,R. A. Moore Anal. Proc. 1992 29 69
7. Enzyme immunoassay for the detection of isoxazolyl penicillin antibiotics in milk Ewald Usleber,Marion Lorber,Margit Straka,Gerhard Terplan,Erwin M?rtlbauer Analyst 1994 119 2765

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× CAS No.:37091-66-0 Molecular Formula:C₂₀H₂₃N₅O₆S Molecular Weight:461.49

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× CAS No.:37091-66-0 Molecular Formula:C20H23N5O6S Molecular Weight:461.49 Synonyms:Azlocillin;AZLOCILLIN ACID;3,3-Dimethyl-6-oxo-7-[2-(2-oxoimidazolidin-1-yl)carbonylamino-2-phenyl-acetyl]amino-2-thia-5-azabicyclo[3.2.0]heptane-4-carboxylic acid;3,3-Dimethyl-7-oxo-6-[[[[(2-oxoimidazolidin-1-yl)carbonyl]amino]phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;[2S-[2a,5a,6(s*)]]3,3-dimethyl-7-oxo-6{[[[[(2-oxoimideazolidine-1-yl)carbonyl]amino]phenylacethyl]-amino]-4-thia-1-azabicyclo[3,2,0]-heptane-2-carboxylic acid;6α-[[(R)-[[(2-Oxo-1-imidazolidinyl)carbonyl]amino]phenylacetyl]amino]penicillanic acid;AZLOCILLIN SODIUM;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[{[(2-oxoimidazolidin-1-yl)carbonyl]amino}(phenyl)acetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;sodium (5R,6R)-3,3-dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxyl

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Product name：Azlocillin

Computed Properties

Experimental Properties

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