Cloxacillin

Modify Date: 2024-01-09 18:52:37

Cloxacillin structure	Common Name	Cloxacillin
	CAS Number	61-72-3	Molecular Weight	435.881
	Density	1.6±0.1 g/cm3	Boiling Point	689.7±55.0 °C at 760 mmHg
	Molecular Formula	C₁₉H₁₈ClN₃O₅S	Melting Point	N/A
	MSDS	N/A	Flash Point	370.9±31.5 °C

Use of Cloxacillin

Cloxacillin is an orally active antibacterial agent and β-lactamase inhibitor with an IC50 of 0.04 µM. Cloxacillin can suppress the S. aureus-induced inflammatory response by inhibiting the activation of MAPKs, NF-кB and NLRP3-related proteins[1][2][3].

Name	cloxacillin
Synonym	More Synonyms

Description	Cloxacillin is an orally active antibacterial agent and β-lactamase inhibitor with an IC50 of 0.04 µM. Cloxacillin can suppress the S. aureus-induced inflammatory response by inhibiting the activation of MAPKs, NF-кB and NLRP3-related proteins[1][2][3].
Related Catalog	Research Areas >> Cancer Research Areas >> Infection Research Areas >> Inflammation/Immunology Signaling Pathways >> Anti-infection >> Bacterial
Target	IC50: 0.04 µM (β-lactamase from wild type A.caviae), 0.3 µM (β-lactamase from mutant A.caviae)[3].
In Vitro	Cloxacillin (0-2048 µg/mL; 20-24 h) shows good antibacterial activity for S. aureus 8325-4 and DU1090 with MIC values both of 0.125 µg/mL[1]. Cloxacillin (0.015625 μg/mL; 6 h) inhibits the hemolytic activity of Hlα in vitro, and this inhibition is not only more pronounced when combined with TZ and TZ, but also suppresses the inflammatory response by inhibiting the activation of MAPKs, NF-кB and NLRP3-related proteins[1]. Cell Viability Assay[1] Cell Line: S. aureus 8325-4, S. aureus DU1090 (an Hlα-deleted strain) Concentration: 0-2048 µg/mL Incubation Time: 20-24 h Result: Inhibited S. aureus 8325-4 and DU1090 with MIC values both of 0.125 µg/mL. Western Blot Analysis[1] Cell Line: S. aureus 8325-4 Concentration: 0.015625 μg/mL (combines with Thioridazine (TZ, 0.25 μg/mL) and Tetracycline (TC, 0.03125 μg/mL)). Incubation Time: 6 h Result: Inhibited the expression of Hlα and the inhibition was more pronounced when combined with TZ and TC. Western Blot Analysis[1] Cell Line: RAW264.7 cells (exposes to S. aureus 8325-4/DU1090 or pure Hlα) Concentration: 0.015625 μg/mL (combines with TZ (0.25 μg/mL) and TC (0.03125 μg/mL)). Incubation Time: 6 h Result: Inhibited the activation of MAPKs, NF-кB and NLRP3-related proteins thereby inhibiting the inflammatory response when combined with TC and TZ.
In Vivo	Cloxacillin (1.6125 mg/kg; s.c.; 12-h intervals for 72 h) protects mice from S. aureus peritonitis in vivo when combines with Thioridazine and Tetracycline[1]. Cloxacillin (7.5 mg/per; i.p.; twice daily from day 3 for 3 days) develops less severe synovitis and reduces bone erosions when combines with anti-IL-15 antibodies[3]. Animal Model: Female BALB/c mice (6-week-old; peritonitis model)[1]. Dosage: 1.6125 mg/kg (combines with TC (3.125 mg/kg) and TZ (25 mg/kg)) Administration: Subcutaneous injection; 12-h intervals for 72 h. Result: Reduced the degree of inflammatory cell infiltration in the mouse lung tissue and alveolar structures tended to be normal. Significantly reduced the pathological changes in spleen and liver tissue, as well as decreased the CFU counts of S. aureus in the peritoneal cavity. Animal Model: Female wildtype C57BL/6 mice (8-week-old; systemic S. aureus-induced arthritis model) Dosage: 7.5 mg/per (combines with 25 µg/per anti-IL-15 antibodies) Administration: Intraperitoneal injection; twice daily from day 3 (after bacterial inoculation) and stopped at day 6. Result: Showed activities of reducing severe synovitis and bone erosions when combined with anti-IL-15 antibodies.
References	[1]. Zhou H, et al. The combination of cloxacillin, thioridazine and tetracycline protects mice against Staphylococcus aureus peritonitis by inhibiting α-Hemolysin-induced MAPK/NF-κB/NLRP3 activation. Int J Biol Macromol. 2022 Feb 15;198:1-10. [2]. Bergmann B, et al. Antibiotics with Interleukin-15 Inhibition Reduce Joint Inflammation and Bone Erosions but Not Cartilage Destruction in Staphylococcus aureus-Induced Arthritis. Infect Immun. 2018 Apr 23;86(5):e00960-17. [3]. Lupiola-Gómez PA, et al. Group 1 beta-lactamases of Aeromonas caviae and their resistance to beta-lactam antibiotics. Can J Microbiol. 2003 Mar;49(3):207-15.

Density	1.6±0.1 g/cm3
Boiling Point	689.7±55.0 °C at 760 mmHg
Molecular Formula	C₁₉H₁₈ClN₃O₅S
Molecular Weight	435.881
Flash Point	370.9±31.5 °C
Exact Mass	435.065582
PSA	138.04000
LogP	2.53
Vapour Pressure	0.0±2.3 mmHg at 25°C
Index of Refraction	1.685

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XH8720000

CHEMICAL NAME :: 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(3-(o-chlorophenyl)-S-methyl-4- isoxazolecarboxamido)-3,3-dimethyl-7-oxo-

CAS REGISTRY NUMBER :: 61-72-3

LAST UPDATED :: 199709

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C19-H18-Cl-N3-O5-S

MOLECULAR WEIGHT :: 435.91

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 429 mg/kg/10D-I

TOXIC EFFECTS :: Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Kidney, Ureter, Bladder - interstitial nephritis Blood - eosinophilia

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 200 mg/kg/5D-I

TOXIC EFFECTS :: Liver - jaundice, other or unclassified Liver - liver function tests impaired

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - child

DOSE/DURATION :: 5600 mg/kg/5W-I

TOXIC EFFECTS :: Kidney, Ureter, Bladder - interstitial nephritis Nutritional and Gross Metabolic - body temperature increase

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intracerebral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 8100 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 7 gm/kg/4W-I

TOXIC EFFECTS :: Lungs, Thorax, or Respiration - changes in lung weight Liver - changes in liver weight Endocrine - hypoglycemia

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 400 mg/L

REFERENCE :: BSIBAC Bolletino della Societe Italiana di Biologia Sperimentale. (Casa Editrice Idelson, Via A. de Gasperi, 55, 80133 Naples, Italy) V.2- 1927- Volume(issue)/page/year: 60,2143,1984

o-chlorobenzaldoxime

CAS#:3717-28-0

Cloxacillin

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Literature: Journal of the Chemical Society, , p. 5838 - 5845

methyl 3-(2-chl...

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Cloxacillin

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Literature: Journal of the Chemical Society, , p. 5838 - 5845

2-CHLOROBENZAMI...

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Cloxacillin

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Literature: Journal of the Chemical Society, , p. 5838 - 5845

3-(2-Chlorophen...

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Cloxacillin

CAS#:61-72-3

Literature: Journal of the Chemical Society, , p. 5838 - 5845

6-Aminopenicill...

CAS#:551-16-6

3-(2-chlorophen...

CAS#:25629-50-9

Cloxacillin

CAS#:61-72-3

Literature: Journal of the Chemical Society, , p. 5838 - 5845

Precursor 6
CAS#:3717-28-0 o-chlorobenzaldoxime CAS#:4357-94-2 methyl 3-(2-chl... CAS#:29568-74-9 2-CHLOROBENZAMI... CAS#:23598-72-3 3-(2-Chlorophen...
CAS#:551-16-6 6-Aminopenicill... CAS#:25629-50-9 3-(2-chlorophen...
DownStream 0

xo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid

Cloxacillin (base and/or unspecified salts)

(2S,5R,6R)-6-[[[3-(2-Chlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

[5-Methyl-3-(o-chlorophenyl)-4-isoxazolyl]penicillin

MFCD00150735

[3-(o-chlorophenyl)-5-methyl-4-isoxazolyl]penicillin

methocillins

[2S-(2a,5a,6b)]-6-[[[3-(2-Chlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

(2S,5R,6R)-6-({[3-(2-Chlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

3-dimethyl-7-oxo-thyl-4-isoxazolecarboxamido)

Orbenin Extra Dry Cow

brl1621

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-, (2S,5R,6R)-

cloxacillin

Syntarpen

EINECS 200-514-7

MCIPC

6-<5-Methyl-3-(2-chlor-phenyl)-isoxazolyl-(4)-formamino>-penicillansaeure

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: Cloxacillin
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Purity: 98.0%
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Zhejiang Hangyu API Co., Ltd
China
Product Name: CLOXACILLIN
Price: ￥Inquiry/1kg
Purity: 99.5%
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Contact: Vinnie

Henan Tianfu Chemical Co., Ltd.
China
Product Name: Cloxacillin
Price: $Inquiry/1kg $Inquiry/25kg $Inquiry/1000kg $Inquiry/10ton
Purity: 99.0%
Stocking Period: Inquiry
Contact: Anson

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Cloxacillin

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