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3116-76-5

Basic Information
CAS No.: 3116-76-5
Name: 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid,6-[[[3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-
Molecular Structure:
Molecular Structure of 3116-76-5 (4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid,6-[[[3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-)
Formula: C19H17Cl2N3O5S
Molecular Weight: 470.333
Synonyms: 3-(2,6-Dichlorophenyl)-5-methyl-4-isooxazolylpenicillin;6-[3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolecarboxamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid;Dicloxacycline;Maclicine;R 13423;Staphcillin A;[3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolyl]penicillin;[5-Methyl-3-(2,6-dichlorophenyl)-4-isoxazolylyl]penicillin;
EINECS: 221-488-3
Density: 1.62 g/cm3
Melting Point: 218 °C (decomp)
Boiling Point: 692.4 °C at 760 mmHg
Flash Point: 372.5 °C
Solubility: 3.63 mg/L
Appearance: white to off white free flowing crystalline powder
Hazard Symbols: N/A
Risk Codes: N/A
Safety:
Transport Information: N/A
PSA: 138.04000
LogP: 3.53090
Synthetic route
3116-76-5

dicloxacillin

142-71-2

copper diacetate

Cu(C19H16N3O5SCl2)(H2O)(OCOCH3)

Conditions
ConditionsYield
In ethanol; water aq. soln. of Cu salt and ligand (molar ratio 1:1) in water-EtOH refluxedfor 1 h; concd.; filtered; ppt. washed with hot H2O-EtOH; dried in vac. over anhyd. CaCl2; elem. anal.;80%
3116-76-5

dicloxacillin

iron(II) chloride

Fe(C19H16N3O5SCl2)Cl(H2O)3*2H2O

Conditions
ConditionsYield
In ethanol; water aq. soln. of FeCl2 and ligand (molar ratio 1:1) in water-EtOH refluxed for 1 h; concd.; filtered; ppt. washed with hot H2O-EtOH; dried in vac. over anhyd. CaCl2; elem. anal.;80%
3116-76-5

dicloxacillin

7646-79-9

cobalt(II) chloride

Co(C19H16N3O5SCl2)Cl(H2O)3*2.5H2O

Conditions
ConditionsYield
In ethanol; water aq. soln. of CoCl2 and ligand (molar ratio 1:1) in water-EtOH refluxed for 1 h; concd.; filtered; ppt. washed with hot H2O-EtOH; dried in vac. over anhyd. CaCl2; elem. anal.;78%
3116-76-5

dicloxacillin

7705-08-0

iron(III) chloride

Fe(C19H16N3O5SCl2)Cl2(H2O)2*2H2O

Conditions
ConditionsYield
In ethanol; water aq. soln. of FeCl3 and ligand (molar ratio 1:1) in water-EtOH refluxed for 1 h; concd.; filtered; ppt. washed with hot H2O-EtOH; dried in vac. over anhyd. CaCl2; elem. anal.;75%
3116-76-5

dicloxacillin

nickel dichloride

Ni(C19H16N3O5SCl2)Cl(H2O)3*2.5H2O

Conditions
ConditionsYield
In ethanol; water aq. soln. of NiCl2 and ligand (molar ratio 1:1) in water-EtOH refluxed for 1 h; concd.; filtered; ppt. washed with hot H2O-EtOH; dried in vac. over anhyd. CaCl2; elem. anal.;75%
3116-76-5

dicloxacillin

36231-31-9

Dicloxacillin S-sulphoxide

Conditions
ConditionsYield
With sodium periodate or Dicloxacillin sodium salt;
3116-76-5

dicloxacillin

4888-90-8

phenoxymethylpenicillin sulfoxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaIO4 / or Dicloxacillin sodium salt
View Scheme
3116-76-5

dicloxacillin

10209-03-7

methyl 6β-phenoxyacetamidopenicillanate-1β-sulfoxide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: NaIO4 / or Dicloxacillin sodium salt
View Scheme
3116-76-5

dicloxacillin

83639-11-6

Dicloxacillin S-sulphoxide methylester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaIO4 / or Dicloxacillin sodium salt
View Scheme
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    Dicloxacillin

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Specification

The Dicloxacillin with the CAS number 3116-76-5 is also called 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid,6-[[[3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-. Both the systematic name and IUPAC name are (2S,5R,6R)-6-[[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid. Its EINECS registry number is 221-488-3. The molecular formula is C19H17Cl2N3O5S.

The properties of the chemical are: (1)ACD/LogP: 3.02; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.03; (4)ACD/LogD (pH 7.4): -0.71; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 8; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 118.25 Å2; (13)Index of Refraction: 1.69; (14)Molar Refractivity: 110.97 cm3; (15)Molar Volume: 290 cm3; (16)Polarizability: 43.99×10-24cm3; (17)Surface Tension: 81 dyne/cm; (18)Enthalpy of Vaporization: 106.54 kJ/mol; (19)Vapour Pressure: 3.98×10-20 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)[C@@H]3N4C(=O)[C@@H](NC(=O)c2c(onc2c1c(Cl)cccc1Cl)C)[C@H]4SC3(C)C
(2)InChI: InChI=1/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
(3)InChIKey: YFAGHNZHGGCZAX-JKIFEVAIBY