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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
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML3203
Product name
Tebipenem
Purity
≥98% (HPLC)
Packaging
10MG
Price
$83.3
Updated
2025/07/31
Sigma-Aldrich
Product number
SML3203
Product name
Tebipenem
Purity
≥98% (HPLC)
Packaging
50MG
Price
$268
Updated
2025/07/31
ChemScene
Product number
CS-3444
Product name
Tebipenem
Purity
>98.0%
Packaging
10mg
Price
$336
Updated
2021/12/16
ApexBio Technology
Product number
B4864
Product name
Tebipenem
Packaging
50mg
Price
$594
Updated
2021/12/16
ChemScene
Product number
CS-3444
Product name
Tebipenem
Purity
>98.0%
Packaging
50mg
Price
$900
Updated
2021/12/16
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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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Tebipenem Suppliers

Beijing Ouhe Technology Co., Ltd
Tel
010-010-82967028 13522913783
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12000
Advantage
60
Beijing FaMu RuiSi Pharmaceuticals Co.,Ltd
Tel
18901358086
Fax
86-010-61252196
Email
pharma_reese@126.com
Country
China
ProdList
61
Advantage
57
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
Advantage
61
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
Bide Pharmatech Ltd.
Tel
400-164-7117 13681763483
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
42446
Advantage
60
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18333
Advantage
56
LETOPHARM LIMITED
Tel
+86-21-5821 5861
Fax
+86-21-5106 2861
Email
sales@letopharm.com
Country
China
ProdList
2384
Advantage
58
Guangzhou QiYun Biotechnology Co., Ltd.
Tel
020-61288194 61288195
Fax
020-61288700
Email
505721671@qq.com
Country
China
ProdList
3866
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
71826
Advantage
60
Raw material medicin reagent co.,Ltd
Tel
Email
sales@njromanme.com
Country
China
ProdList
4529
Advantage
58
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View Lastest Price from Tebipenem manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
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
Zhuozhou Wenxi import and Export Co., Ltd
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
Career Henan Chemical Co
Product
Tebipenem 161715-21-5
Price
US $1.00/KG
Min. Order
1G
Purity
98%
Supply Ability
100KG
Release date
2018-08-20

161715-21-5, TebipenemRelated Search:


  • Tebipenem
  • (4R,5S,6S)-3-[[1-(4,5-Dihydro-2-thiazolyl)-3-azetidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • LJC 11036
  • LJC11036
  • LJC-11036
  • Tebipenem Impurity 5
  • (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
  • 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)-
  • Tibipenem intermediate 2
  • (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-carboxylicaci
  • Tebipenem USP/EP/BP
  • inhibit,LJC11036,Bacterial,LJC-11036,Antibiotic,Inhibitor
  • Tibipronam
  • D4-Tebipenem
  • 161715-21-5
  • API