Dicloxacillin

C₁₉H₁₇Cl₂N₃O₅SCAS 3116-76-5470.32 g/mol

Open in Covalent MOL file

Amide Aryl halide Carboxylic acid Lactam Sulfide

Properties

Molecular formula: C₁₉H₁₇Cl₂N₃O₅S
Molar mass: 470.32 g/mol
Exact mass: 469.0266 Da
Melting point: 218 °C (decomposes)
pKa: 2.8
logP: 3.20Crippen estimate
Polar surface area: 112.7 Å²
H-bond donors / acceptors: 2 / 6
Rotatable bonds: 4
Stereocentres: R, R, Sin SMILES atom order

Hazards

Danger

H315 Causes skin irritationSkin corrosion/irritation
H319 Causes serious eye irritationSerious eye damage/eye irritation
H334 May cause allergy or asthma symptoms or breathing difficulties if inhaledSensitization, respiratory
H335 May cause respiratory irritationSpecific target organ toxicity, single exposure; Respiratory tract irritation

Hazardous Substances Data Bank (HSDB), via PubChem.

Precautionary statements

P233, P260, P261, P264, P264+P265, P271, P280, P284, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, P501

Identifiers

CAS number

3116-76-5

SMILES

CC1=C(C(=NO1)C2=C(C=CC=C2Cl)Cl)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O

InChIKey

YFAGHNZHGGCZAX-JKIFEVAISA-N

InChI

InChI=1S/C19H17Cl2N3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1

Characterization data

Calculated from the structure, in the form journals print them.

[M + H]+

[M + H]+ Calcd for C19H18Cl2N3O5S 470.0339

[M + Na]+

[M + Na]+ Calcd for C19H17Cl2N3NaO5S 492.0158

[M − H]−

[M − H]− Calcd for C19H16Cl2N3O5S 468.0193

Elemental analysis

Anal. Calcd for C19H17Cl2N3O5S: C, 48.52; H, 3.64; N, 8.93; S, 6.82.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

14 names · show all

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[[3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolecarboxamido]-3,3-dimethyl-7-oxo-
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[[3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-, [2S-(2α,5α,6β)]-
(2S,5R,6R)-6-[[[3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
BRL 1702
R 13423
6-[3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolecarboxamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
[5-Methyl-3-(2,6-dichlorophenyl)-4-isoxazolylyl]penicillin
3-(2,6-Dichlorophenyl)-5-methyl-4-isooxazolylpenicillin
Dicloxacycline
[3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolyl]penicillin
Maclicine
Stapenor D
Staphcillin A

Work with Dicloxacillin

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Sodium dicloxacillin monohydrate13412-64-1Salt

Similar compounds

Flucloxacillin5250-39-589 % similar Cloxacillin61-72-386 % similar Cloxacillin benzathine23736-58-574 % similar Flucloxacillin sodium1847-24-169 % similar Cloxacillin sodium642-78-466 % similar Sodium cloxacillin monohydrate7081-44-963 % similar Oxacillin sodium1173-88-262 % similar Sodium oxacillin monohydrate7240-38-260 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook