| Identification | More | [Name]
Cloxacillin sodium | [CAS]
7081-44-9 | [Synonyms]
[5-METHYL-3-(O-CHLOROPHENYL)-4-ISOXAZOLYL]PENICILLIN SODIUM SALT MONOHYDRATE
CLOXACILLIN SODIUM SALT HYDRATE
CLOXACILLIN SODIUM SALT MONOHYDRATE
CLOXACILLIN SODIUM SALT N-HYDRATE
bactopen
brl-1621sodiumsaltmonohydrate
cloxacillinsodiummonohydrate
orbeninsodiumhydrate
prostaphlin-amonohydrate
sodiumcloxacillinmonohydrate
staphobristol-250
thyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-,sodiumsalt,monohydrate
CLOXACILLIN SODIUM SALT HYDRATE VETRANAL
CLOXACILLIN SODIUM EPC(CRM STANDARD)
CLOXACILLIN SODIUM USP(CRM STANDARD)
CLOXACILLIN SODIUM WHO(CRM STANDARD)
Cloxacillin sodium hydrate
4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic acid, 6-3-(2-chlorophenyl)-5-methyl-4-isoxazolylcarbonylamino-3,3-dimethyl-7-oxo-, monosodium salt, monohydrate, (2S,5R,6R)-
3-(2-Chlorophenyl)-5-methyl-4-isoxazolylpenicillin Sodium
Cloxacillin sodium | [EINECS(EC#)]
211-390-9 | [Molecular Formula]
C19H19ClN3NaO6S | [MDL Number]
MFCD00150735 | [Molecular Weight]
475.88 | [MOL File]
7081-44-9.mol |
| Chemical Properties | Back Directory | [Appearance]
White or almost white, hygroscopic, crystalline powder. | [Melting point ]
170℃ | [Boiling point ]
689℃ | [Fp ]
>110°(230°F) | [storage temp. ]
2-8°C
| [solubility ]
H2O: soluble50mg/mL | [form ]
solid | [color ]
White to Orange to Green | [Water Solubility ]
Soluble in water | [Merck ]
13,2444 | [BRN ]
5403885 | [Major Application]
clinical testing | [Contact allergens]
Cloxacillin is a semisynthetic penicillin close to oxacillin.
It induced contact dermatitis in a pharmaceutical
factory worker with positive reactions to ampicillin,
but not to penicillin. In cutaneous drug reactions such
as acute generalized exanthematous pustulosis due to
amoxicillin, cross-reactivity is frequent to cloxacillin
(personal observations). | [InChIKey]
MUYUWQFVGNJMPH-UHFFFAOYSA-M | [SMILES]
[Na+].N12C(C(NC(C3=C(C)OCN3C3=CC=CC=C3Cl)=O)C1=O)SC(C)(C)C2C([O-])=O.[H]O[H] | [CAS DataBase Reference]
7081-44-9(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
antibacterial | [Description]
Cloxacillin was synthesized by Beecham Research Laboratories in 1962 starting with 6- aminopenicillanic acid. It was the first semisynthetic penicillin with a halogen atom in the side chain to be used clinically. It shows 5- to 20-fold stronger activity than methicillin and is twice as active as oxacillin against Staphylococcus aureus, including benzylpenicillin-resistant strains. Cloxacillin is highly stable against penicillinase and well absorbed by oral administration. It has been widely used, by oral and intramuscular administration, to treat internal, surgical, gynecological, and other infections caused by both benzylpenicillin-sensitive and benzylpenicillin-resistant bacteria. | [Chemical Properties]
White or almost white, hygroscopic, crystalline powder. | [Definition]
ChEBI: Cloxacillin sodium monohydrate is an organic sodium salt and a hydrate. It contains a cloxacillin sodium. | [Brand name]
Cloxapen (GlaxoSmithKline); Tegopen
(Apothecon). | [Clinical Use]
The chlorine atom ortho to the position of attachment of thephenyl ring to the isoxazole ring enhances the activity ofcloxacillin sodium, [3-(o-chlorophenyl)-5-methyl-4-isoxazolyl]penicillin sodium monohydrate (Tegopen), over that ofoxacillin, not by increasing its intrinsic antibacterial activitybut by enhancing its oral absorption, leading to higher plasmalevels. In almost all other respects, it resembles oxacillin. | [Veterinary Drugs and Treatments]
Cloxacillin is used via intramammary infusion in dry and lactating
dairy cattle. |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R42/43:May cause sensitization by inhalation and skin contact . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
2
| [RTECS ]
XH8920000
| [HS Code ]
29411099 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Resp. Sens. 1
Skin Irrit. 2
Skin Sens. 1
STOT SE 3 | [Safety Profile]
Moderately toxic by intraperitoneal, intramuscular, subcutaneous, and intravenous routes. Mildly toxic by ingestion. When heated to decomposition it emits very toxic fumes of Cl-, NOx, Na2O, and SOx. |
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