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| CAS No.: | 69388-84-7 |
|---|---|
| Name: | Sulbactam sodium |
| Article Data: | 7 |
| Molecular Structure: | |
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|
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| Formula: | C8H10NNaO5S |
| Molecular Weight: | 255.227 |
| Synonyms: | 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, sodium salt, (2S,5R)- (9CI);Penicillanic acid 1,1-dioxidesodium salt;Sodium 1,1-dioxypenicillanate;Sodium penicillanate 1,1-dioxide;Sodium sulbactam;Sulbactam sodium salt;Unasyn IM; |
| EINECS: | 273-984-4 |
| Melting Point: | 121-123°C(lit.) |
| Boiling Point: | 567.7oC at 760 mmHg |
| Flash Point: | 297.1oC |
| Appearance: | COA |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 42/43 |
| Safety: | 22-24-36/37-45 |
| PSA: | 102.96000 |
| LogP: | -1.11100 |
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- 71825-51-92-methyl-2-(4-nitrophenyl)propanenitrile
- 68373-14-8
sulbactum
- 69388-84-7
sodium sulbactam
| Conditions | Yield |
|---|---|
| With sodium isooctanoate In ethyl acetate | 99.3% |
| With sodium 2-ethylhexanoic acid In water; isopropyl alcohol at 20 - 35℃; for 2.33333h; | 95% |
| With sodium acetate; sodium hydrogencarbonate at 20 - 25℃; pH=5.5 - 6; | |
| With sodium isooctanoate In methanol; water at 25℃; pH=4.5; Reagent/catalyst; Solvent; Temperature; pH-value; | 542g |
- 87-53-6
penicillanic acid
- 69388-84-7
sodium sulbactam
| Conditions | Yield |
|---|---|
| Stage #1: penicillanic acid With potassium permanganate; sulfuric acid; acetic acid In water at 5 - 8℃; for 2.5h; Heating; Stage #2: With sodium acetate; pyrographite In ethanol at 40℃; for 1h; Solvent; | 95.3% |
- 762-04-9, 123-22-8
Diethyl phosphonate
- 114333-65-2
allyl 6,6-dibromopenicillanate 1,1-dioxide
- 69388-84-7
sodium sulbactam
| Conditions | Yield |
|---|---|
| With sodium hydrogencarbonate; triethylamine; triphenylphosphine In water; ethyl acetate | 2.22 g (87%) |
- 762-04-9, 123-22-8
Diethyl phosphonate
- 76646-91-8
6,6-dibromopenicillanic acid-1,1-dioxide
- 69388-84-7
sodium sulbactam
| Conditions | Yield |
|---|---|
| With sodium hydrogencarbonate In water; ethyl acetate | 9.78 g (76.5%) |
- 551-16-6
6-Aminopenicillanic Acid
- 69388-84-7
sodium sulbactam
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: bromine; sulfuric acid; sodium nitrite / ethyl acetate / 1 h / 5 °C 2.1: potassium permanganate; sodium hydroxide; phosphoric acid / water / 0.5 h / 0 °C / pH 5.7 3.1: zinc / water / 0 °C / pH 1.5 - 5.8 3.2: 1 h View Scheme | |
| Multi-step reaction with 4 steps 1.1: hydrogen bromide; sodium nitrite; sulfuric acid / water / 1.5 h / 0 - 5 °C / pH Ca. 2.5 1.2: 1 h / 0 - 5 °C 2.1: sodium hydroxide; water; potassium permanganate; phosphoric acid / 0 - 5 °C 3.1: zinc / water / 1.5 h / 0 °C / pH Ca. 3.5 4.1: sodium isooctanoate / ethyl acetate View Scheme |
- 76646-91-8
6,6-dibromopenicillanic acid-1,1-dioxide
- 69388-84-7
sodium sulbactam
| Conditions | Yield |
|---|---|
| Stage #1: 6,6-dibromopenicillanic acid-1,1-dioxide With zinc In water at 0℃; pH=1.5 - 5.8; Stage #2: With sodium 2-ethylhexanoic acid In water; acetone for 1h; Temperature; | 288.1 g |
- 24158-88-1
6,6-dibromopenicillanic acid
- 69388-84-7
sodium sulbactam
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: sodium hydroxide; water; potassium permanganate; phosphoric acid / 0 - 5 °C 2: zinc / water / 1.5 h / 0 °C / pH Ca. 3.5 3: sodium isooctanoate / ethyl acetate View Scheme |
- 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 |
- 4860-96-2
3-bromo-2-chloroprop-1-ene
- 69388-84-7
sodium sulbactam
| Conditions | Yield |
|---|---|
| In N,N,N,N,N,N-hexamethylphosphoric triamide at 55℃; for 18h; | 86% |
- 18997-19-8
Chloromethyl pivalate
- 69388-84-7
sodium sulbactam
- 69388-79-0
(pivaloyloxy)methyl 6,6-dihydropenicillanate S,S-dioxide
| Conditions | Yield |
|---|---|
| In dimethyl sulfoxide at 20 - 25℃; for 18h; Substitution; | 85% |
| With tetrabutylammomium bromide In acetone for 18h; Heating; |
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Chemistry
Molecular Structure:
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Molecular Formula: C8H10NNaO5S
Molecular Weight: 255.2235
IUPAC Name: Sodium 3,3-dimethyl-4,4,7-trioxo-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
Synonyms of Penicillanic acid sulfone sodium salt (CAS NO.69388-84-7): Sulbactam sodium [USAN:JAN] ; Unasyn ; 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, sodium salt, (2S-cis)- ; CP 45899 sodium salt ; CP 45899-2 ; EINECS 273-984-4 ; Penicillanic acid 1,1-dioxide sodium salt ; Penicillanic acid dioxide sodium salt ; Sodium (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate 4,4-dioxide ; Sodium 1,1-dioxopenicillanate ; Sodium penicillanate 1,1-dioxide ; Sodium sulbactam ; Sulbactam natrium ; Sulbactam sodium ; UNII-DKQ4T82YE6 ; Sodium (2S-cis)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate 4,4-dioxide
CAS NO: 69388-84-7
Classification Code: Drug / Therapeutic Agent ; Inhibitor [beta-lactamase] ; Reproductive Effect ; Synergist [penicillin/cephalosporin] ; Synergist [penicillincephalosporin]
H bond acceptors: 6
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 102.96 Å2
SMILES: [Na+].O=S2(=O)C([C@@H](N1C(=O)C[C@H]12)C([O-])=O)(C)C
InChI: InChI=1/C8H11NO5S.Na/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);/q;+1/p-1/t5-,6+;/m1./s1
InChIKey: NKZMPZCWBSWAOX-OTSBDZIMBK
Std. InChI: InChI=1S/C8H11NO5S.Na/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);/q;+1/p-1/t5-,6+;/m1./s1
Std. InChIKey: NKZMPZCWBSWAOX-IBTYICNHSA-M
Uses
Penicillanic acid sulfone sodium salt (CAS NO.69388-84-7) is β-lactamase inhibitor for the production of antibiotic class medicine.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | > 6gm/kg (6000mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Chemotherapy Vol. 32(Suppl, |
| mouse | LD50 | intravenous | 8100ug/kg (8.1mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986. | |
| mouse | LD50 | subcutaneous | > 6gm/kg (6000mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Chemotherapy Vol. 32(Suppl, |
| rat | LD50 | intraperitoneal | > 6gm/kg (6000mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Chemotherapy Vol. 32(Suppl, |
| rat | LD50 | intravenous | 6500mg/kg (6500mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Chemotherapy Vol. 32(Suppl, |
| rat | LD50 | subcutaneous | > 6gm/kg (6000mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Chemotherapy Vol. 32(Suppl, |
Safety Profile
Safety Information of Penicillanic acid sulfone sodium salt (CAS NO.69388-84-7)
Hazard Codes:Xn 
Risk Statements:42/43
42/43:May cause sensitization by inhalation and skin contact
Safety Statements:22-24-36/37-45
22:Do not breathe dust
24:Avoid contact with skin
36/37:Wear suitable protective clothing and gloves
45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
Poison by intravenous route. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx and SOx.