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Ampicillin-sulbactam

Ampicillin-sulbactam structure

Ampicillin-sulbactam 

structure
  • CAS No:

    94935-63-4

  • Formula:

    C16H19N3O4S.C8H11NO5S

  • Chemical Name:

    Ampicillin-sulbactam

  • Synonyms:

    4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-,mixt. with (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-,[2S-[2α,5α,6β(S*)]]-,mixt. with (2S-cis)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-,mixt. with (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-,4,4-dioxide,(2S-cis)-,mixt. contg.;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-,4,4-dioxide,(2S,5R)-,mixt. contg.;Sulbactam-ampicillin mixt.;Sulacillin;Ampicillin-sulbactam mixt.;Ampicillin-sulbactam;Duocid;Duocid (antibiotic);Penbactam;Begalin-P

Ampicillin-sulbactam Basic Attributes

581.7 g/mol

581.15017192 g/mol

DTXSID60241694

Characteristics

235 Ų

Toxicity

Parenteral therapy with ampicillin-sulbactam has been reported to cause transient low level elevations in serum aminotransferase levels in 5% to 10% of patients, but these resolve rapidly once the therapy is stopped, and similar rates of enzyme elevations are found with comparable agents. Clinically apparent liver injury due to ampicillin-sulbactam is rare; instances have been published in individual case reports only. The reactions have been attributed to ampicillin rather than sulbactam and resemble the hepatic injury that occurs with ampicillin or amoxicillin alone. The liver injury is typically abrupt with short latency period and cholestatic features. The onset of hepatic injury may be accompanied by eosinophilia, arthralgias and skin rash, and occasionally with toxic epidermal necrolysis or Stevens-Johnson syndrome. The injury is usually self-limited in course, but fatal instances have been reported to the sponsor.

Drug Information

Antiinfective Agents

sulacillin

Ampicillin-sulbactam Use and Manufacturing

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:581.7
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:5
Exact Mass:581.15017192
Monoisotopic Mass:581.15017192
Topological Polar Surface Area:235
Heavy Atom Count:39
Complexity:1000
Defined Atom Stereocenter Count:6
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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