Tebipenem
- Product Name
- Tebipenem
- CAS No.
- 161715-21-5
- Chemical Name
- Tebipenem
- Synonyms
- LJC11036;LJC-11036;Tebipenem;LJC 11036;Tibipronam;D4-Tebipenem;Tebipenem USP/EP/BP;Tebipenem Impurity 5;Tibipenem intermediate 2;inhibit,LJC11036,Bacterial,LJC-11036,Antibiotic,Inhibitor
- CBNumber
- CB52534496
- Molecular Formula
- C16H21N3O4S2
- Formula Weight
- 383.49
- MOL File
- 161715-21-5.mol
Tebipenem Property
- Boiling point:
- 624.5±65.0 °C(Predicted)
- Density
- 1.75
- storage temp.
- Sealed in dry,Store in freezer, under -20°C
- solubility
- insoluble in EtOH; ≥19.15 mg/mL in H2O with gentle warming; ≥24.9 mg/mL in DMSO
- form
- solid
- pka
- 4.29±0.60(Predicted)
- color
- White to khaki
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- SML3203
- Product name
- Tebipenem
- Purity
- ≥98% (HPLC)
- Packaging
- 10MG
- Price
- $83.3
- Updated
- 2025/07/31
- Product number
- SML3203
- Product name
- Tebipenem
- Purity
- ≥98% (HPLC)
- Packaging
- 50MG
- Price
- $268
- Updated
- 2025/07/31
- Product number
- CS-3444
- Product name
- Tebipenem
- Purity
- >98.0%
- Packaging
- 10mg
- Price
- $336
- Updated
- 2021/12/16
- Product number
- B4864
- Product name
- Tebipenem
- Packaging
- 50mg
- Price
- $594
- Updated
- 2021/12/16
- Product number
- CS-3444
- Product name
- Tebipenem
- Purity
- >98.0%
- Packaging
- 50mg
- Price
- $900
- Updated
- 2021/12/16
Tebipenem Chemical Properties,Usage,Production
Uses
Tebipenem is an orally available carbapenem antibiotic, shows broad-spectrum activity against Gram-positive and -negative bacteria, except for Pseudomonas aeruginosa.
Biological Activity
tebipenem is an orally available carbapenem antibiotic. tebipenem is active against a panel of clinical isolates from a variety of bacterial species (mic50s ≤ 0.0039 ~ 8 μg/ml), including methicillin-resistant strains of staphylococcus aureus (s. aureus) and staphylococcus epidermidis (s. epidermidis), as well as penicillin-resistant streptococcus pneumoniae (s. pneumonia). tebipenem also inhibits β-lactamase in a time- and concentration-dependent manner. tebipenem pivoxil, a derivative of tebipenem, has been under development as the first orally available carbapenem antibiotic for the treatment of respiratory and otolaryngological infections caused by drug-resistant s. pneumonia in pediatric patients.1. hazra s, xu h, blanchard js. tebipenem, a new carbapenem antibiotic, is a slow substrate that inhibits the β-lactamase from mycobacterium tuberculosis. biochemistry, 2014, 53(22): 3671-3678.2. fujimoto k, takemoto k, hatano k, et al. novel carbapenem antibiotics for parenteral and oral applications: in vitro and in vivo activities of 2-aryl carbapenems and their pharmacokinetics in laboratory animals. antimicrobial agents and chemotherapy, 2013, 57(2): 697-707.
Synthesis
161715-20-4
161715-21-5
The general procedure for the synthesis of (4R,5S,6S)-3-((1-(4,5-dihydrothiazol-2-yl)azetidin-3-yl)thio)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid from tepipenem condensate is as follows: to compound (II) (R is p-nitrobenzyl ) (15.0 g, 29.0 mmol) was added 200 mL of n-butanol and 200 mL of water and stirred until completely dissolved. Subsequently 8.00 g of Raney Ni was added and the hydrogenation reaction was carried out at 60 °C. The reaction was carried out at 2.0 MPa hydrogen pressure and 20 °C for 4 hours. Upon completion of the reaction, the solid was collected by filtration and the filter cake was washed with 15 mL of water. The filtrate was adjusted to pH 6.5 with 4-dimethylaminopyridine and then washed with 150 mL of ethyl acetate. After the solution was cooled to 0 °C, 700 mL of acetone was added drop by drop and stirred for 10 minutes, 700 mL of acetone was again added drop by drop and stirring was continued for 1 hour. Finally, 12.5 g of white solid tebutamidine was obtained with a yield of 94.5% and a purity of 99.6%.
IC 50
β-lactam
References
[1] Hazra S, et al. Tebipenem, a new carbapenem antibiotic, is a slow substrate that inhibits the β-lactamase from Mycobacterium tuberculosis. Biochemistry. 2014 Jun 10;53(22):3671-8 DOI:10.1021/bi500339j
[2] Seenama C, et al. In vitro activity of tebipenem against Burkholderia pseudomallei. Int J Antimicrob Agents. 2013 Oct;42(4):375. DOI:10.1016/j.ijantimicag.2013.06.016
[3] Li H, et al. In vitro antibacterial activities of two novel oral antibiotics, tebipenem and cefditoren, and other comparators against community-acquired respiratory tract infection-associated bacterial pathogens: A multicentre study in China. Int J Antimicrob Agents. 2014 Jan;43(1):92-3. DOI:10.1016/j.ijantimicag.2013.09.009
Tebipenem Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Tebipenem manufacturers
- Product
- Tebipenem 161715-21-5
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- Tebipenem 161715-21-5
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09
- Product
- Tebipenem 161715-21-5
- Price
- US $1.00/KG
- Min. Order
- 1G
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2018-08-20