CAS No.69388-84-7,Sulbactam sodium Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	69388-84-7
Name:	Sulbactam sodium
Article Data:	7

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

Synthetic route

: 68373-14-8
sulbactum

: 69388-84-7
sodium sulbactam

Conditions

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

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%

tetrabis(triphenylphosphine)palladium: tetrabis(triphenylphosphine)palladium

: 762-04-9, 123-22-8
Diethyl phosphonate

: 114333-65-2
allyl 6,6-dibromopenicillanate 1,1-dioxide

: sodium 2-ethylhexanoic acid

: 69388-84-7
sodium sulbactam

Conditions

Conditions	Yield
With sodium hydrogencarbonate; triethylamine; triphenylphosphine In water; ethyl acetate	2.22 g (87%)

...Expand

: 762-04-9, 123-22-8
Diethyl phosphonate

: 76646-91-8
6,6-dibromopenicillanic acid-1,1-dioxide

: 69388-84-7
sodium sulbactam

Conditions

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

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

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

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

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

: (2S,5R)-3,3-Dimethyl-4,4,7-trioxo-4λ6-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2-chloro-allyl ester

Conditions

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

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:

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 NO_x and SO_x.