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| CAS No.: | 68373-14-8 |
|---|---|
| Name: | Sulbactam |
| Article Data: | 29 |
| Molecular Structure: | |
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| Formula: | C8H11NO5S |
| Molecular Weight: | 233.245 |
| Synonyms: | 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, (2S-cis)-;Betamaze;CP 45899;Penicillanic acid 1,1-dioxide;Penicillanic acid S,S-dioxide;Penicillanic aciddioxide;Penicillanic acid sulfone;Sulbactam;Piperacillin Sodium and Sulbactam Sodium (1:8);Sulbactam Acid; |
| EINECS: | 269-878-2 |
| Density: | 1.62 g/cm3 |
| Melting Point: | 146-151oC |
| Boiling Point: | 567.7 °C at 760 mmHg |
| Flash Point: | 297.1 °C |
| Solubility: | Soluble in water at 18mg/ml |
| Appearance: | white to off-white crystalline powder |
| Hazard Symbols: | Xn |
| Risk Codes: | 22 |
| Safety: | 24/25 |
| PSA: | 100.13000 |
| LogP: | 0.22370 |
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- 68373-14-8
sulbactum
| Conditions | Yield |
|---|---|
| With tetrakis(triphenylphosphine) palladium(0); sodium 4-methylbenzenesulfinate In tetrahydrofuran; methanol for 1h; Ambient temperature; | 99% |
- 76646-91-8
6,6-dibromopenicillanic acid-1,1-dioxide
- 68373-14-8
sulbactum
| Conditions | Yield |
|---|---|
| With sulfuric acid; zinc In water at 12℃; for 2h; Temperature; Large scale; | 96% |
| With hydrogenchloride; magnesium In dichloromethane; water at -5 - 3℃; for 0.5h; Reagent/catalyst; Solvent; Temperature; | 93.1% |
| With tri-n-butyl-tin hydride In ethyl acetate at 20℃; for 2h; Temperature; Time; Inert atmosphere; | 90.9% |
- 69388-78-9
(2S,5R)-Benzyl 3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate 4,4-Dioxide
- 68373-14-8
sulbactum
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal In ethyl acetate for 1h; Ambient temperature; | 96% |
- 551-16-6, 1079-37-4, 3115-55-7, 21794-93-4, 145920-51-0
6-aminopenicillanic acid
- 68373-14-8
sulbactum
| Conditions | Yield |
|---|---|
| Stage #1: 6-aminopenicillanic acid With sulfuric acid; hypophosphorous acid; sodium nitrite In water; ethyl acetate at -10℃; for 1.5h; Stage #2: With sodium tungstate (VI) dihydrate; dihydrogen peroxide In water at -5℃; for 1h; Temperature; | 94.9% |
- 69388-84-7
sodium sulbactam
- 68373-14-8
sulbactum
| Conditions | Yield |
|---|---|
| With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In dichloromethane; water at 20℃; for 0.166667h; pH=6.9 - 7; | 94.8% |
| With hydrogenchloride In water; ethyl acetate | 87.2% |
| Multi-step reaction with 2 steps 1: 86 percent / hexamethylphosphoric acid triamide / 18 h / 55 °C 2: 99 percent / sodium p-toluenesulfinate tetrahydrate, Pd(PPh3)4 / methanol; tetrahydrofuran / 1 h / Ambient temperature View Scheme |
| Conditions | Yield |
|---|---|
| With copper In dichloromethane; water; acetic acid; acetonitrile | 84% |
| Conditions | Yield |
|---|---|
| With phosphoric acid; iron In acetic acid methyl ester; water | 80% |
- 68373-14-8
sulbactum
| Conditions | Yield |
|---|---|
| With potassium permanganate; sodium chloride; sodium hydrogensulfite In water | 78% |
- 85871-31-4
(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl penicillanate 1,1-dioxide
- 68373-14-8
sulbactum
| Conditions | Yield |
|---|---|
| With sodium hydrogencarbonate In water; acetone at 5 - 10℃; for 4h; pH 9; | 65% |
- 87-53-6
penicillanic acid
- 68373-14-8
sulbactum
| Conditions | Yield |
|---|---|
| With hydrogenchloride; sodium hydroxide; potassium permanganate; sodium hydrogensulfite In water; acetic acid; ethyl acetate | 26% |
| With potassium permanganate; phosphoric acid; sodium hydroxide In water at 0 - 5℃; for 2h; pH=7.5; Temperature; pH-value; | 49.5 g |
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Specification
The Sulbactam , with cas registry number of 68373-14-8, is a kind of Peptide Synthesis/Antibiotics; Anti-Bacterial Agents; Anti-Infective Agents; Enzyme inhibitors. It is also called Sulbactam acid (base) . The IUPAC name is (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid . And the systematic name is called (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide . It should be stored at temperature of -20°C.
Physical properties of Sulbactam are: (1) ACD/LogP: -1.39 ; (2) # of Rule of 5 Violations: 0 ; (3) ACD/LogD (pH 5.5): -4.31 ; (4) ACD/LogD (pH 7.4): -5.11 ; (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: 6 ; (10) #H bond donors: 1 ; (11) #Freely Rotating Bonds: 1 ; (12) Index of Refraction: 1.605 ; (13) Molar Refractivity: 49.42 cm3 ; (14) Molar Volume: 143.4 cm3 ; (15) Surface Tension: 71.3 dyne/cm ; (16) Enthalpy of Vaporization: 93.14 kJ/mol ; (17) Vapour Pressure: 2.26E-14 mmHg at 25°C.
Uses of Sulbactam : This compound is a irreversible inhibitor of beta-lactamase which is given in combination with beta-lactam antibiotics to inhibit beta-lactamase, an enzyme produced by bacteria that destroys the antibiotics.
You can still convert the following datas into molecular structure:
(1) SMILES:O=S2(=O)C([C@@H](N1C(=O)C[C@H]12)C(=O)O)(C)C;
(2) InChI:InChI=1/C8H11NO5S/c1-8(2)6(7(11)12)9-4(10)3-5(9)15(8,13)14/h5-6H,3H2,1-2H3,(H,11,12)/t5-,6+/m1/s1;
(3) InChIKey:FKENQMMABCRJMK-RITPCOANBJ