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Sultamicillin tosylate

Sultamicillin tosylate structure

CAS No:
83105-70-8
Formula:
C25H30N4O9S2.C7H8O3S
Chemical Name:
Sultamicillin tosylate
Synonyms:
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-,[[[(2S,6R)-3,3-dimethyl-4,4-dioxido-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl]carbonyl]oxy]methyl ester,(2S,5R,6R)-,(4-methylbenzenesulfonate) (1:1);4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-,[[(3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)carbonyl]oxy]methyl ester,S,S-dioxide,[2S-[2α(2R*,5S*),5α,6β(S*)]]-,mono(4-methylbenzenesulfonate);4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-,[[[(2S,6R)-3,3-dimethyl-4,4-dioxido-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl]carbonyl]oxy]methyl ester,(2S,5R,6R)-,mono(4-methylbenzenesulfonate);Sultamicillin tosylate;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-,[[(3,3-dimethyl-4,4-dioxido-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)carbonyl]oxy]methyl ester,[2S-[2α(2R*,5S*),5α,6β(S*)]]-,mono(4-methylbenzenesulfonate);Sultamicillin p-toluenesulfonate;Unacim orale;Bacimex;Unacid PD oral;Bethacil orale;155812-87-6
Categories:
Analytical Chemistry > Standard

Description

Sultamicillin (tosylate) is a potent and orally active beta-lactamase inhibitor, an antibiotic with antibacterial activity. Sultamicillin (tosylate) is the tosylate salt of the double ester of sulbactam plus ampicillin[1].

Sultamicillin tosylate Basic Attributes

Molecular Weight：

766.86

Exact Mass：

766.164856

EC Number：

1312995-182-4

UNII：

46940LU8EO

DSSTox ID：

DTXSID9048641

HScode：

2941101900

Characteristics

PSA：

279

Flash Point：

502.8ºC

Storage Conditions：

2-8°C

Safety Information

RTECS Number：

XH8460000

Sultamicillin tosylate Use and Manufacturing

It belongs to antibiotics.

Computed Properties

Molecular Weight:766.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:14
Rotatable Bond Count:10
Exact Mass:766.16483618
Monoisotopic Mass:766.16483618
Topological Polar Surface Area:279
Heavy Atom Count:51
Complexity:1450
Defined Atom Stereocenter Count:6
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Drug Function and Efficacy

After oral administration, it is hydrolyzed into sulbactam and ampicillin by intestinal lactone enzymes, which not only protects ampicillin from hydrolysis and destruction by beta-lactamase, but also expands the antibacterial spectrum of ampicillin. It has good antibacterial activity against enzyme-producing strains of Staphylococcus aureus, Acinetobacter spp. and Bacteroides fragilis.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Sultamicillin Tosirate Granules
Ingredients	The main ingredient of this product is sultamicillin tosirate, and its chemical name is () Hydroxymethyl-(2S, 5R, 6R)-6-[(R)-(2-amino-2-phenylacetylamino)]-3, 3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]n-heptane-2-carboxylate, (2S, 5R)-3, 3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]n-heptane-2-carboxylate S, S-dioxide p-toluene phosphate.
Indication	1. Probenecid, aspirin, indomethacin, phenylbutazone, and sulfonamides can reduce the excretion of this product in the renal tubules, thereby increasing the blood concentration of this product, prolonging the blood elimination half-life (t1/2beta;), and the toxicity may also increase. 2. When this product is used in combination with allopurinol, the incidence of rash increases significantly, so it should be avoided. 3. This product should not be used in combination with acetaldehyde dehydrogenase inhibitors such as disulfiram. 4. When this product is used in combination with chloramphenicol for bacterial meningitis, the incidence of long-term sequelae is higher than when either is used alone. 5. This product can stimulate estrogen metabolism or reduce its enterohepatic circulation, thereby reducing the effectiveness of oral contraceptives. 6. Antibiotics such as chloramphenicol, erythromycin, tetracyclines, and antibacterial drugs such as sulfonamides can interfere with the bactericidal activity of this product, so it is not suitable to be used in combination with this product, especially in the treatment of meningitis or severe infections that urgently need bactericidal drugs. 7. This product can enhance the effect of warfarin.
Specifications	0.125g (calculated as C25H30N4O9S2)
Manufacturer	Hainan Hailing Chemipharma Corporation Ltd.

Sultamicillin Tosirate

Sultamicillin Tosirate Granules
Ingredients	The main ingredient of this product is sultamicillin tosirate, and its chemical name is () Hydroxymethyl-(2S, 5R, 6R)-6-[(R)-(2-amino-2-phenylacetylamino)]-3, 3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]n-heptane-2-carboxylate, (2S, 5R)-3, 3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]n-heptane-2-carboxylate S, S-dioxide p-toluene phosphate.
Indication	1. Probenecid, aspirin, indomethacin, phenylbutazone, and sulfonamides can reduce the excretion of this product in the renal tubules, thereby increasing the blood concentration of this product, prolonging the blood elimination half-life (t1/2beta;), and the toxicity may also increase. 2. When this product is used in combination with allopurinol, the incidence of rash increases significantly, so it should be avoided. 3. This product should not be used in combination with acetaldehyde dehydrogenase inhibitors such as disulfiram. 4. When this product is used in combination with chloramphenicol for bacterial meningitis, the incidence of long-term sequelae is higher than when either is used alone. 5. This product can stimulate estrogen metabolism or reduce its enterohepatic circulation, thereby reducing the effectiveness of oral contraceptives. 6. Antibiotics such as chloramphenicol, erythromycin, tetracyclines, and antibacterial drugs such as sulfonamides can interfere with the bactericidal activity of this product, so it is not suitable to be used in combination with this product, especially in the treatment of meningitis or severe infections that urgently need bactericidal drugs. 7. This product can enhance the effect of warfarin.
Specifications	0.125g (based on C25H30N4O9S2)
Manufacturer	STAR Pharmaceutical Pte.ltd

See More Related Drugs

Registered Holders

Jiangxi Fushine Pharmaceutical Co., Ltd.

China
Active
Zhejiang Langhua Pharmaceutical Co., Ltd.

China
Active
Zhejiang AngLiKang Pharmaceutical Co., Ltd.

China
Active

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