Cloxacillin
Also known as Cloxacilline, Cloxacillinum, Cloxacilina
Key facts
What buyers check first
- CAS number
- 61-72-3
- Formula
- C19H18ClN3O5S
- Molar mass
- 435.89 g/mol
- Solubility
- WHITE, CRYSTALLINE POWDER, SOL IN ALCOHOL, SLIGHTLY SOL IN ACETONE, CHLOROFORM, AQ SOLN…
- HS code
- 294110
- Category
- Antibiotics and anti-infectives
What is Cloxacillin?
Plain description, key identifiers and synonyms
Cloxacillin is a semisynthetic penicillin antibiotic carrying a 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxamido group at position 6. It has a role as an antibacterial agent and an antibacterial drug. It is a penicillin, a semisynthetic derivative and a penicillin allergen. It is functionally related to an oxacillin. It is a conjugate acid of a cloxacillin(1-).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (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-carboxylic acid
- CAS number
- 61-72-3 CAS number cross-checkedOther or deprecated CAS: 7081-44-9
- EC numbers
- 200-514-7, 629-588-2
- Molecular formula
- C19H18ClN3O5S
- UNII
- O6X5QGC2VB
- InChIKey
- LQOLIRLGBULYKD-JKIFEVAISA-N
- InChI
- InChI=1S/C19H18ClN3O5S/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)/t13-,14+,17-/m1/s1
- Canonical SMILES
- Cc1onc(-c2ccccc2Cl)c1C(=O)NC1C(=O)N2C1SC(C)(C)C2C(=O)O
- 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
Synonyms
- Cloxacilline
- Cloxacillinum
- Cloxacilina
- Methocillin S
- Syntarpen
- Clossacillina
- Chloroxacillin
- (3-(o-Chlorophenyl)-5-methyl-4-isoxazolyl)penicillin
- 6-(3-(o-Chlorophenyl)-5-methyl-4-isoxazolecarboxamido)penicillanic acid
- (2S,5R,6R)-6-[3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-amido]-3,3-dimethyl-7-oxo-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-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
- 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(3-(O-chlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-
- (2S,5R,6R)-6-({[3-(2-chlorophenyl)-5-methylisoxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(3-(o-chlorophenyl)-S-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-
- cloxacillina
- (2S,5R,6R)-6-(((3-(2-chlorophenyl)-5-methylisoxazol-4-yl)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-oxazole-4-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
- Cloxacillin, Sodium
- Sodium, Cloxacillin
- cloxacillinum natricum
- Tegopen
- (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-carboxylic acid
- Cloxacillin (INN)
- BRL 1621
- Methylchlorphenylisoxazoryl-penicillin
Show all 32 synonymsShow fewer synonyms
- Tegopen (sodium monohydrate)
- 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)-
- CXN
- Orbenin (TN)
- P-25 (sodium monohydrate)
- CloxacillinNa
- Cloxapen (sodium monohydrate)
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Solubility | WHITE, CRYSTALLINE POWDER, SOL IN ALCOHOL, SLIGHTLY SOL IN ACETONE, CHLOROFORM, AQ SOLN IS ALKALINE, DECOMP BETWEEN 170 °C & 173 °C, ODORLESS, BITTER TASTE /MONOHYDRATE/exp.Measured value |
|---|
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 435.89 g/molcalc.Computed value |
|---|---|
| Exact mass | 435.0656 Dacalc.Computed value |
| LogP (octanol/water) | 2.55calc.Computed value |
| Topological polar surface area | 112.7 Ųcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 6calc.Computed value |
| Rotatable bonds | 4calc.Computed value |
| Heavy atoms | 29calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.37calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 3calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H315Causes skin irritation.
- H317May cause an allergic skin reaction.
- H319Causes serious eye irritation.
- H334May cause allergy or asthma symptoms or breathing difficulties if inhaled.
- H335May cause respiratory irritation.
Precautionary statements (23)
- P233Keep container tightly closed.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P271Use only outdoors or in a well-ventilated area.
- P272Contaminated work clothing should not be allowed out of the workplace.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P284In case of inadequate ventilation wear respiratory protection.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P319Get medical help if you feel unwell.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P332 + P317If skin irritation occurs: Get medical help.
- P333 + P317If skin irritation or rash occurs: Get medical help.
- P337 + P317If eye irritation persists: Get medical help.
- P342 + P316If experiencing respiratory symptoms: Get emergency medical help immediately.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P403Store in a well-ventilated place.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidCloxacillin suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- Price on request
- India, Bhiwadi ManufacturerUnclaimed profileCloxacillinGrade, purity and minimum order on requestPrice on request
- Spain, Llanera ManufacturerUnclaimed profileCloxacillinGrade, purity and minimum order on requestPrice on request
- Egypt, Cairo ManufacturerUnclaimed profileCloxacillinGrade, purity and minimum order on requestPrice on request
- Iran, Tehran ManufacturerUnclaimed profileCloxacillinGrade, purity and minimum order on requestPrice on request
- Iran, Tehran ManufacturerUnclaimed profileCloxacillinGrade, purity and minimum order on requestPrice on request
- Poland, Kraków ManufacturerUnclaimed profileCloxacillinGrade, purity and minimum order on requestPrice on request
- Zimbabwe, Harare ManufacturerUnclaimed profileCloxacillinGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profileCloxacillinGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profileCloxacillinGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
51 suppliers in 14 countries
- United States13
- China11
- India11
- Spain2
- United Kingdom2
- Iran2
- and 8 more countries
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Cloxacillin price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Industries and functions
Pharmacological actions
- Anti-Bacterial Agents
Roles
- antibacterial agent
- antibacterial drug
- antiinfective agent
- antimicrobial agent
- antimicrobial drug
- pharmaceutical
Pharmacology
Cloxacillin is a semisynthetic beta-lactamase resistant penicillin antibiotic with antibacterial activity. Cloxacillin binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall, thereby preventing the cross-linkage of peptidoglycans, which are critical components of the bacterial cell wall. This leads to an interruption of the bacterial cell wall and causes bacterial cell lysis.
How it is made
6-Aminopenicillanic acid is acylated with 3-(o-chlorophenyl)-5- methyl-4-isoxazolecarboxylic acid and the resulting cloxacillin (acid) is purified by recrystallizations and converted to the sodium salt (Sodium Cloxacillin USP)
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Cloxacillin is traded under.
Penicillins and their derivatives with a penicillanic acid structure, salts thereof
* Partner reported figures, a lower bound.
The HS code shown for Cloxacillin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Cloxacillin, based on the data on this page
What is Cloxacillin?
What is the CAS number of Cloxacillin?
What is the molecular formula and weight of Cloxacillin?
What is Cloxacillin used for?
Is Cloxacillin hazardous?
What is the HS code of Cloxacillin?
Where can I buy Cloxacillin?
Where can I buy Cloxacillin in India?
What is the price of Cloxacillin?
Guides for buyers
Practical guides that help when you source, ship or handle Cloxacillin
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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