161715-20-4 Usage
Description
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 is a complex organic compound with a unique molecular structure. It is characterized by its 4-nitrobenzyl group, a 1-methyl-2-azetidinyl-thio-carbapenem core, and a 1,3-thiazolin-2-yl azetidinyl moiety. 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 is an intermediate in the synthesis of pharmaceuticals, specifically in the production of Tebipenem Tetrahydrate, which is an active metabolite of Tebipenem Pivoxil.
Uses
1. Used in Pharmaceutical 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 is used as an intermediate in the synthesis of Tebipenem Tetrahydrate (T012840), the active metabolite of Tebipenem Pivoxil (T012900). It plays a crucial role in the development of this antibiotic, which is effective against various bacterial infections.
2. Used in Antimicrobial Applications:
In the pharmaceutical industry, 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 contributes to the development of Tebipenem Tetrahydrate, which demonstrates excellent bactericidal activity against β-lactamase-nonproducing, ampicillin-resistant isolates. This makes it a valuable compound in the fight against antibiotic-resistant bacteria.
3. Used in Research and Development:
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 may also be utilized in research and development settings to study its properties, potential applications, and interactions with other molecules. Understanding its characteristics can lead to the discovery of new pharmaceutical compounds and治疗方法 (treatment methods) for various diseases and conditions.
Check Digit Verification of cas no
The CAS Registry Mumber 161715-20-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,1,7,1 and 5 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 161715-20:
(8*1)+(7*6)+(6*1)+(5*7)+(4*1)+(3*5)+(2*2)+(1*0)=114
114 % 10 = 4
So 161715-20-4 is a valid CAS Registry Number.
161715-20-4Relevant articles and documents
Syntheses and pharmacokinetic studies of prodrug esters for the development of oral carbapenem, L-084
Isoda, Takeshi,Ushirogochi, Hideki,Satoh, Koichi,Takasaki, Tsuyoshi,Yamamura, Itsuki,Sato, Chisato,Mihira, Ado,Abe, Takao,Tamai, Satoshi,Yamamoto, Shigeki,Kumagai, Toshio,Nagao, Yoshimitsu
, p. 241 - 247 (2006)
We discovered an orally active carbapenem, L-084, through pharmacokinetic studies on various prodrug esters of (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-carboxylic acid (LJC11,036). L-084 showed a strong antimicrobial activity against Gram-positive and Gram-negative bacteria and exhibited the highest intestinal absorption among synthesized prodrugs of LJC11,036. Japan Antibiotics Research Association.
Preparation method of high-purity tebipenem pivoxil crystals
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Paragraph 0021, (2019/01/17)
The invention discloses a preparation method of high-purity tebipenem pivoxil crystals. The method comprises the following steps: adding a first solvent to crude tebipenem pivoxil, and performing stirring to obtain a primary dissolved product; adding a second solvent dropwise to the primary dissolved product at a reaction temperature, and then performing stirring for crystallization, wherein the first solvent contains water; the second solvent is acetonitrile; the reaction temperature is 0-60 DEG C. The tebipenem pivoxil crystals with high purity and low solvent residue content can be preparedwith the method.