Tebipenem - ≥98% , CAS No.161715-21-5

CAS: 161715-21-5 Cat. No.: T648048 Peso molecular: 383.5 PubChem CID: 9800194

GRADE & PURITY ≥98%

Synonyms

1-Azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 3-((1-(4,5-dihydro-2-thiazolyl)-3-azetidinyl)thio)-6-((1R)-1-hydroxyethyl)-4-methyl-7-oxo-, (4R,5S,6S)- | Q2TWQ1I31U | C21522 | TEBIPENEM [WHO-DD] | AS-75271 | Tebipenem | (1R,5S,6S)-6-(1(R)-Hydroxyethyl)-1

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Tebipenem is an orally available carbapenem antibiotic , shows broad-spectrum activity against Gram-positive and -negative bacteria, except for Pseudomonas aeruginosa .

In Vitro

Tebipenem exhibits slow tight-binding inhibition at low micromolar concentrations versus the chromogenic substrate nitrocefin, and apparent K m and k cat values of 0.8 μM and 0.03 min -1 , respectively. Tebipenem shows potent activity against B. pseudomallei , with MIC 50 and MIC 90 values of both 2 mg/L. Tebipenem shows good activity against S. pneumoniae , with the MIC range of ≤0.25 μg/mL in all of the S. pneumoniae isolates. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:β-lactam

Specifications

Sinónimos

1-Azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 3-((1-(4, 5-dihydro-2-thiazolyl)-3-azetidinyl)thio)-6-((1R)-1-hydroxyethyl)-4-methyl-7-oxo-, (4R, 5S, 6S)- | Q2TWQ1I31U | C21522 | TEBIPENEM [WHO-DD] | AS-75271 | Tebipenem | (1R, 5S, 6S)-6-(1(R)-Hydroxyethyl)-1

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

Tebipenem is an orally available carbapenem antibiotic , shows broad-spectrum activity against Gram-positive and -negative bacteria, except for Pseudomonas aeruginosa .

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: CC1C2C(C(=O)N2C(=C1SC3CN(C3)C4=NCCS4)C(=O)O)C(C)O
• IUPAC Name: (4R,5S,6S)-3-[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• InChIKey: GXXLUDOKHXEFBQ-YJFSRANCSA-N
• INCHI: 1S/C16H21N3O4S2/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)25-9-5-18(6-9)16-17-3-4-24-16/h7-11,20H,3-6H2,1-2H3,(H,22,23)/t7-,8-,10-,11-/m1/s1
• Isómeros SMILES: C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1SC3CN(C3)C4=NCCS4)C(=O)O)[C@@H](C)O
• CAS alternativo: 161715-21-5
• PubChem CID: 9800194
• Términos de entrada MeSH: SPR994;tebipenem
• Peso molecular: 383.5

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Lactams
      • Subclass Beta lactams
        • Level5 Carbapenems
          • Level6 Thienamycins

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Lactams
• Subclass: Beta lactams
• Intermediate Tree Nodes: Carbapenems
• Direct Parent: Thienamycins
• Alternative Parents: Alpha amino acids and derivatives Pyrroline carboxylic acids Azepines Vinylogous thioesters Thiazolines Tertiary carboxylic acid amides Thioenol ethers Secondary alcohols Azetidines Isothioureas Sulfenyl compounds Azacyclic compounds Propargyl-type 1,3-dipolar organic compounds Carboximidamides Monocarboxylic acids and derivatives Carboxylic acids Amines Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Thienamycin - Alpha-amino acid or derivatives - Pyrroline carboxylic acid - Pyrroline carboxylic acid or derivatives - Azepine - Vinylogous thioester - Pyrroline - Meta-thiazoline - Tertiary carboxylic acid amide - Azetidine - Carboxamide group - Isothiourea - Secondary alcohol - Thioenolether - Carboxylic acid derivative - Carboxylic acid - Azacycle - Monocarboxylic acid or derivatives - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Sulfenyl compound - Carboximidamide - Organic nitrogen compound - Alcohol - Amine - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Organic oxygen compound - Organic oxide - Carbonyl group - Hydrocarbon derivative - Aliphatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as thienamycins. These are beta-lactam antibiotics that differ from penicillins in having the thiazolidine sulfur atom replaced by carbon, the sulfur then becoming the first atom in the side chain.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (no humanos)

Staphylococcus aureus (210822 Activities)

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Haemophilus influenzae (8812 Activities)

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Mycobacterium tuberculosis (203094 Activities)

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Enterococcus faecalis (29875 Activities)

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LLC-PK1 (2135 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: DMSO : 33.33 mg/mL (86.91 mM; Need ultrasonic) H2O : 7.14 mg/mL (18.62 mM; Need ultrasonic)
• Peso molecular: 383.500 g/mol
• XLogP3: 0.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 383.097 Da
• Monoisotopic Mass: 383.097 Da
• Topological Polar Surface Area: 144.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 689.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1