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Bacampicillin Hydrochloride

CAT: 0926-MBA66108-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0926-MBA66108-01Size:25 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
37661-08-8
MDL Number
MFCD11215256
Smiles
CCOC (=O) OC (C) OC (=O) [C@H]1C (S[C@H]2N1C (=O) [C@H]2NC (=O) [C@@H] (C3=CC=CC=C3) N) (C) C.Cl
Molecular Formula
C21H28ClN3O7S
Molecular Weight
501.98 g/mol
Controlled
No

Chemical Information

Bacampicillin Hydrochloride

Bacampicillin Hydrochloride is the hydrochloride salt of bacampicillin, a prodrug of ampicillin, a broad-spectrum, semisynthetic, beta-lactam aminopenicillin antibiotic with bactericidal activity. Bacampicillin is hydrolyzed in vivo by esterases to its active metabolite ampicillin. Ampicillin binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This interrupts bacterial cell wall synthesis and results in the weakening of the bacterial cell wall and causes cell lysis.

CAS Number37661-08-8
PubChem CID441398
IUPAC Name1-ethoxycarbonyloxyethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrochloride
Molecular FormulaC21H28ClN3O7S
Molecular Weight502.0
Topological Polar Surface Area163
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count9
Rotatable Bond Count10
Heavy Atom Count33
Formal Charge0
Complexity756
SMILES
CCOC(=O)OC(C)OC(=O)[C@H]1C(S[C@H]2N1C(=O)[C@H]2NC(=O)[C@@H](C3=CC=CC=C3)N)(C)C.Cl
InChI
InChI=1S/C21H27N3O7S.ClH/c1-5-29-20(28)31-11(2)30-19(27)15-21(3,4)32-18-14(17(26)24(15)18)23-16(25)13(22)12-9-7-6-8-10-12;/h6-11,13-15,18H,5,22H2,1-4H3,(H,23,25);1H/t11?,13-,14-,15+,18-;/m1./s1
InChIKey
IWVTXAGTHUECPN-ANBBSHPLSA-N
Chemical Structure
2D Structure
2D structure of Bacampicillin Hydrochloride
CAS: 37661-08-8
CID: 441398
Formula: C21H28ClN3O7S
MW: 502.0
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight502.0
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count9
Rotatable Bond Count10
Exact Mass501.1336491
Monoisotopic Mass501.1336491
Topological Polar Surface Area163 Ų
Heavy Atom Count33
Formal Charge0
Complexity756
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
HY-B1149A-01Bacampicillin (hydrochloride)
TRC-B101500-100MGBacampicillin Hydrochloride
HY-B1149ARBacampicillin (hydrochloride) (Standard)
RM-B010306-01Bacampicillin hydrochloride EP Impurity F
RM-B010308-01Bacampicillin Hydrochloride EP Impurity H
RM-C031243-01Cefaclor Impurity 43; Bacampicillin Hydrochloride EP Impurity G
RM-A661204-01Ampicillin EP Impurity D; Bacampicillin Hydrochloride EP Impurity D
RM-A661203-01Ampicillin EP Impurity C; Bacampicillin Hydrochloride EP Impurity E
RM-A661206-01Ampicillin EP Impurity F (Mixture Of Diastereomers) ; Bacampicillin Hydrochloride EP Impurity C (Mixture Of Diastereomers)
RM-A661200-01Ampicillin; Piperacillin (Sodium) EP Impurity A; Bacampicillin Hydrochloride EP Impurity I; Sultamicillin EP Impurity C

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