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
- Molecular Weight:
- 383.49
- MDL Number:
- MFCD00936545
- MOL File:
- 161715-21-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| 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 |
| InChIKey | GXXLUDOKHXEFBQ-YJFSRANCSA-N |
| SMILES | S1CCN=C1N2CC(C2)SC3=C(N4[C@H]([C@H]3C)[C@H](C4=O)[C@H](O)C)C(=O)O |
| FDA UNII | Q2TWQ1I31U |
| UNSPSC Code | 51111800 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
| WGK Germany | WGK 3 |
| Storage Class | 11 - Combustible Solids |
Tebipenem price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML3203 | Tebipenem ≥98% (HPLC) | 161715-21-5 | 10MG | $89.3 | 2026-04-30 | Buy |
| Sigma-Aldrich | SML3203 | Tebipenem ≥98% (HPLC) | 161715-21-5 | 50MG | $288 | 2026-04-30 | Buy |
| Biosynth | LGA71521 | Tebipenem | 161715-21-5 | 5mg | $181.45 | 2026-06-04 | Buy |
| Biosynth | LGA71521 | Tebipenem | 161715-21-5 | 10mg | $290.3 | 2026-06-04 | Buy |
| Biosynth | LGA71521 | Tebipenem | 161715-21-5 | 25mg | $453.75 | 2026-06-04 | Buy |
Tebipenem Chemical Properties, Uses, 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
![4-Nitrobenzyl(1R,5S,6S)-6-[(R)-1-hydroxyethyl]-1-Methyl-2-[1-(1,3-thiazolin-2-yl)azetidin -3-yl]thio-1-carbapen-2-eM-3-carboxylate](/CAS/GIF/161715-20-4.gif)
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
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| Beijing FaMu RuiSi Pharmaceuticals Co.,Ltd | 18901358086 | pharma_reese@126.com | China | 48 | 57 |
| Haoyuan Chemexpress Co., Ltd. | 021-58950125 | info@chemexpress.com | China | 7545 | 61 |
| MedChemexpress LLC | 021-58955995 | sales@medchemexpress.cn | United States | 4853 | 58 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Quality Control Solutions Ltd. | 0755-66853366 13670046396 | orders@qcsrm.com | China | 18188 | 56 |
| LETOPHARM LIMITED | +86-21-5821 5861 | sales@letopharm.com | China | 2374 | 58 |
| Guangzhou QiYun Biotechnology Co., Ltd. | 020-61288194 61288195 | 505721671@qq.com | China | 3853 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Raw material medicin reagent co.,Ltd | sales@njromanme.com | China | 4511 | 58 |
View Latest Price from Tebipenem manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-10 | Tebipenem
161715-21-5
|
$63.00 | 97.89% | 10g | TargetMol Chemicals Inc. | ||
 |
2021-07-13 | Tebipenem
161715-21-5
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
 |
2021-07-10 | Tebipenem
161715-21-5
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd |
