sulbactum
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 |
penicillanic acid
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% |
Diethyl phosphonate
allyl 6,6-dibromopenicillanate 1,1-dioxide
sodium sulbactam
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; triethylamine; triphenylphosphine In water; ethyl acetate | 2.22 g (87%) |
Diethyl phosphonate
6,6-dibromopenicillanic acid-1,1-dioxide
sodium sulbactam
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water; ethyl acetate | 9.78 g (76.5%) |
6-Aminopenicillanic Acid
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 |
6,6-dibromopenicillanic acid-1,1-dioxide
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 |
6,6-dibromopenicillanic acid
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 |
sodium sulbactam
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 |
3-bromo-2-chloroprop-1-ene
sodium sulbactam
Conditions | Yield |
---|---|
In N,N,N,N,N,N-hexamethylphosphoric triamide at 55℃; for 18h; | 86% |
Chloromethyl pivalate
sodium sulbactam
(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; |
sodium sulbactam
benzyl bromide
(2S,5R)-Benzyl 3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate 4,4-Dioxide
Conditions | Yield |
---|---|
With N,N-dimethyl-formamide | 80% |
In N,N-dimethyl-formamide for 12h; | 80% |
sodium sulbactam
Conditions | Yield |
---|---|
With tetra(n-butyl)ammonium hydrogen sulfate In water | 80% |
phenylthiomethyl chloride
sodium sulbactam
Conditions | Yield |
---|---|
With sodium chloride; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate In dichloromethane; acetone | 74% |
chloro-methylsulfanyl-methane
sodium sulbactam
Conditions | Yield |
---|---|
With sodium chloride; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate In dichloromethane; acetone | 66% |
chloromethyl tert-butyl sulfide
sodium sulbactam
Conditions | Yield |
---|---|
With sodium chloride; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate In diethyl ether; dichloromethane; water; acetone | 49% |
sodium sulbactam
6'-(2-[4-nitrobenzyloxycarbonylamino]-2-[4-hydroxyphenyl]acetamido)penicillanoyloxymethyl penicillanate 1,1-dioxide
Conditions | Yield |
---|---|
With sodium iodide In water; dimethyl sulfoxide | 18% |
3,5-bis[bis-((1-methyl-1H-imidazol-2-yl)-methyl)amine]-1H-pyrazole
sodium sulbactam
zinc trifluoromethanesulfonate
acetonitrile
Conditions | Yield |
---|---|
With KOtBu In acetonitrile under Ar, Schlenk techniques; pyrazole compd., KOtBu, Zn(CF3SO3)2, and sulbactam salt dried in vac., dry MeCN added, stirred (3 d); slow diffusion of Et2O into MeCN; XRD; | 15% |
NH-pyrazole
sodium sulbactam
Conditions | Yield |
---|---|
at 60℃; for 3h; pH 7.0; |
1H-imidazole
sodium sulbactam
Conditions | Yield |
---|---|
at 60℃; for 3h; pH 9.0; |
1,2,4-Triazole
sodium sulbactam
Conditions | Yield |
---|---|
at 60℃; for 3h; pH 9.0; |
methanol
sodium sulbactam
A
(Z)-methyl 5-carboxy-6-methyl-6-sulfono-4-aza-2-heptenoate
B
(E)-methyl-5-carboxy-6-methyl-6-sulfono-4-aza-2-heptenoate
Conditions | Yield |
---|---|
at 60℃; for 3h; pH 9.0; |
sodium sulbactam
A
3-oxopropanoic acid
B
2-amino-3-methyl-3-sulfinobutanoic acid
Conditions | Yield |
---|---|
With borate buffer at 65℃; for 1.5h; |
sodium sulbactam
2-diazoacetyl-3,3-dimethyl-4,4-dioxo-4-thia-1-azabicyclo[3.2.0]heptan-7-one
Conditions | Yield |
---|---|
With chloroformic acid ethyl ester; triethylamine hydrochloride 1.) CH2Cl2, (CCl4-solid CO2), 0.5 h, r.t., 0.5 h, 2.) Et2O, 0 deg C, 2 h; Yield given. Multistep reaction; |
sodium sulbactam
A
(Z)-methyl 5-carboxy-6-methyl-6-sulfono-4-aza-2-heptenoate
B
(E)-methyl-5-carboxy-6-methyl-6-sulfono-4-aza-2-heptenoate
Conditions | Yield |
---|---|
With sodium hydroxide In methanol for 0.5h; Ambient temperature; |
sodium sulbactam
(2R,4S)-4-benzyloxycarbonyl-2-methoxycarbonylmethyl-5,5-dimethyl-3-trifluoroacetylthiazolidine 1,1-dioxide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 80 percent / N,N-dimethylformamide View Scheme |
sodium sulbactam
(7R)-2-isopropylidene-5-oxa-6-thia-1-azabicyclo<5.2.0>nonane-3,9-dione 6-oxide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) triethylamine hydrochloride, ethyl chloroformate / 1.) CH2Cl2, (CCl4-solid CO2), 0.5 h, r.t., 0.5 h, 2.) Et2O, 0 deg C, 2 h 2: 74 percent / 95percent DBN / CDCl3 View Scheme |
Conditions | Yield |
---|---|
With tetra(n-butyl)ammonium hydrogen sulfate; silica gel In water |
dichloromethane
sodium sulbactam
Conditions | Yield |
---|---|
With sodium hydroxide; tetra(n-butyl)ammonium hydrogen sulfate In water |
sodium sulbactam
6'-(2-Benzyloxycarbonylamino-2-phenylacetamido)-penicillanoyloxymethyl Penicillanate 1,1-Dioxide
Conditions | Yield |
---|---|
With sodium iodide; dimethyl sulfoxide In water | |
With potassium iodide In water; pyrographite; dimethyl sulfoxide |
sodium sulbactam
6'-(2-[4-Nitrobenzyloxycarbonylamino]-2phenylacetamido)penicillanoyloxymethyl penicillanate 1,1-dioxide
Conditions | Yield |
---|---|
With sodium iodide; dimethyl sulfoxide |
phosgene
sodium sulbactam
recorcinol
m-Hydroxyphenyl Penicillanate 1,1-Dioxide
Conditions | Yield |
---|---|
With pyridine In N-methyl-acetamide; tetrachloromethane; dichloromethane |
sodium sulbactam
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one
(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl penicillanate 1,1-dioxide
Conditions | Yield |
---|---|
With tetrabutylammomium bromide In ethyl acetate; acetone |
sodium sulbactam
Conditions | Yield |
---|---|
With dimethyl sulfoxide |
chloromethyl cyclohexyl sulphide
sodium sulbactam
Conditions | Yield |
---|---|
With sodium chloride; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate In dichloromethane; water; acetone |
sodium sulbactam
Conditions | Yield |
---|---|
With sodium iodide In ethyl acetate; N,N-dimethyl-formamide |
Molecular Structure:
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
Penicillanic acid sulfone sodium salt (CAS NO.69388-84-7) is β-lactamase inhibitor for the production of antibiotic class medicine.
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 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.
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View