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Meropenem

CAT: 0013-GTR19160644-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19160644-01Size:500 mg
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Description
Meropenem is a broad-spectrum carbapenem antibiotic. It is active against Gram-positive and Gram-negative bacteria. Meropenem exerts its action by penetrating bacterial cells readily and interfering with the synthesis of vital cell wall components, which leads to cell death. (In Vitro) :Meropenem is intrinsically stable to dehydropeptidase-1 (DHP-1) degradation and Meropenem acts by inhibiting bacterial cell wall synthesis by binding to and inactivating penicillin-binding proteins (PBPs) . Meropenem possesses broad-spectrum in vitro activity, which includes activity against many Gram-positive, Gram-negative and anaerobic bacteria; Meropenem lacks activity against Enterococcus faecium, methicillin-resistant Staphylococcus aureus and Stenotrophomonas maltophilia. (In Vivo) :Meropenem (60 mg/kg; intraperitoneal injection; once; SD rats) treatment significantly reduces the incidence of pancreatic infection.
CAS Number
96036-03-2
Product Name Alternative
ICI 194660 | Merrem I.V. | SM-7338
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
Water: 8 mg/mL (20.86 mM) ; DMSO: 77 mg/mL (200.8 mM)
Smiles
O=C (C (N12) =C (S[C@@H]3CN[C@H] (C (N (C) C) =O) C3) [C@H] (C) [C@]2 ([H]) [C@@H] ([C@H] (O) C) C1=O) O
Molecular Formula
C17H25N3O5S
Molecular Weight
383.46
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(4R,5S,6S) -3- (((3S,5S) -5- (dimethylcarbamoyl) pyrrolidin-3-yl) thio) -6- ((R) -1-hydroxyethyl) -4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Chemical Information

Meropenem

Meropenem is a carbapenemcarboxylic acid in which the azetidine and pyrroline rings carry 1-hydroxymethyl and in which the azetidine and pyrroline rings carry 1-hydroxymethyl and 5-(dimethylcarbamoyl)pyrrolidin-3-ylthio substituents respectively. It has a role as an antibacterial agent, an antibacterial drug and a drug allergen. It is an organic sulfide, a carbapenemcarboxylic acid, a pyrrolidinecarboxamide and an alpha,beta-unsaturated monocarboxylic acid.

CAS Number96036-03-2
PubChem CID441130
IUPAC Name(4R,5S,6S)-3-[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Molecular FormulaC17H25N3O5S
Molecular Weight383.5
XLogP-2.4
Topological Polar Surface Area135
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Heavy Atom Count26
Formal Charge0
Complexity679
SMILES
C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)C(=O)N(C)C)C(=O)O)[C@@H](C)O
InChI
InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1
InChIKey
DMJNNHOOLUXYBV-PQTSNVLCSA-N
Chemical Structure
2D Structure
2D structure of Meropenem
CAS: 96036-03-2
CID: 441130
Formula: C17H25N3O5S
MW: 383.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight383.5
XLogP3-2.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Exact Mass383.15149208
Monoisotopic Mass383.15149208
Topological Polar Surface Area135 Ų
Heavy Atom Count26
Formal Charge0
Complexity679
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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