Cloxacillin Sodium Salt Monohydrate - ≥98% , CAS No.7081-44-9

CAS: 7081-44-9 Cat. No.: C134100 Molecular Weight: 457.86(as Anhydrous) Beilstein Registry Number: 4103180 EC Number: 629-588-2 PubChem CID: 23675743

GRADE & PURITY ≥98%

Synonyms

CLOXACILLIN SODIUM [USP MONOGRAPH] | Methocillin-s | s2564 | Tegopen | 4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 6-(((3-(2-CHLOROPHENYL)-5-METHYL-4-ISOXAZOLYL)CARBONYL)AMINO)-3,3-DIMETHYL-7-OXO-, MONOSODIUM SALT, MONOHYDRATE, (2S-(2.ALPHA.,5.AL

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Cloxacillin Sodium is a sodium salt of cloxacillin that is a penicillinase-resistant, acid resistant, semi-synthetic penicillin.
A semi-synthetic antibiotic related to penicillin

Specifications

Synonyms

CLOXACILLIN SODIUM [USP MONOGRAPH] | Methocillin-s | s2564 | Tegopen | 4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 6-(((3-(2-CHLOROPHENYL)-5-METHYL-4-ISOXAZOLYL)CARBONYL)AMINO)-3, 3-DIMETHYL-7-OXO-, MONOSODIUM SALT, MONOHYDRATE, (2S-(2.ALPHA., 5.AL

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Cloxacillin is a semi-synthetic β-lactam antibiotic, related to penicillin, which suppresses the growth of gram-positive bacteria such as Staphylococcus by inhibiting the synthesis of peptidoglycan. Furthermore, cloxacillin inactivates the enzyme β-lactam

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC1=C(C(=NO1)C2=CC=CC=C2Cl)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)[O-].O.[Na+]
• IUPAC Name: sodium;(2S,5R,6R)-6-[[3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrate
• InChIKey: KCUWTKOTPIUBRI-VICXVTCVSA-M
• INCHI: 1S/C19H18ClN3O5S.Na.H2O/c1-8-11(12(22-28-8)9-6-4-5-7-10(9)20)15(24)21-13-16(25)23-14(18(26)27)19(2,3)29-17(13)23;;/h4-7,13-14,17H,1-3H3,(H,21,24)(H,26,27);;1H2/q;+1;/p-1/t13-,14+,17-;;/m1../s1
• Isomeric SMILES: CC1=C(C(=NO1)C2=CC=CC=C2Cl)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)[O-].O.[Na+]
• Alternate CAS: 61-72-3
• PubChem CID: 23675743
• Molecular Weight: 457.86(as Anhydrous)
• Beilstein: 4103180

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 N-acyl-alpha amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: N-acyl-alpha amino acids and derivatives
• Alternative Parents: Penams Chlorobenzenes Aryl chlorides Thiazolidines Tertiary carboxylic acid amides Heteroaromatic compounds Isoxazoles Azetidines Thiohemiaminal derivatives Azacyclic compounds Propargyl-type 1,3-dipolar organic compounds Carboximidic acids Carboxylic acids Oxacyclic compounds Dialkylthioethers Monocarboxylic acids and derivatives Organic metal halides Hydrocarbon derivatives Organonitrogen compounds Carbonyl compounds Organopnictogen compounds Organic oxides Organic sodium salts Organic zwitterions Organochlorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: N-acyl-alpha amino acid or derivatives - Penam - Halobenzene - Chlorobenzene - Monocyclic benzene moiety - Benzenoid - Aryl halide - Aryl chloride - Beta-lactam - Heteroaromatic compound - Thiazolidine - Isoxazole - Tertiary carboxylic acid amide - Azole - Carboxamide group - Lactam - Azetidine - Organic metal halide - Carboximidic acid - Carboximidic acid derivative - Oxacycle - Carboxylic acid - Azacycle - Organic alkali metal salt - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Dialkylthioether - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Thioether - Hemithioaminal - Organic sodium salt - Carbonyl group - Organic nitrogen compound - Organic salt - Organohalogen compound - Organochloride - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic zwitterion - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
• External Descriptors: hydrate - organic sodium salt

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)

Discover Target: GLS

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (55 mg/ml at 25 °C), alcohol (1:30), methanol, ethanol (25 mg/ml at 25 °C), and DMSO (55 mg/ml at 25 °C).
• Sensitivity: Hygroscopic,Heat Sensitive
• Specific Rotation[α]: 164° (C=1,H2O)
• Melt Point(°C): 170°C
• Molecular Weight: 475.900 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 475.058 Da
• Monoisotopic Mass: 475.058 Da
• Topological Polar Surface Area: 142.000 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 728.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3

References

1. Chang Sun, Jian Lu, Yilin Wu, Minjia Meng, Chao Yu, Zeqing Dong, Muning Chen, Yongsheng Yan, Yan Sun.  (2020)  Imitated Core-Shell Molecularly Imprinted Membranes for Selective Separation Applications: A Synergetic Strategy by Polydopamine and SiO2.  Journal of the Taiwan Institute of Chemical Engineers,      [PMID:] [10.1016/j.jtice.2020.10.016]

2. Yanni Chen, Yongwei Wang, Liqiang Liu, Xiaoling Wu, Liguang Xu, Hua Kuang, Aike Li, Chuanlai Xu.  (2015)  A gold immunochromatographic assay for the rapid and simultaneous detection of fifteen β-lactams.  Nanoscale,  7  (39): (16381-16388).  [PMID:26394361] [10.1039/C5NR04987C]