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3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid is a chiral chemical compound derived from phenylbutyric acid, featuring a tert-butoxycarbonyl protecting group on the amino group and a hydroxy group. 3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid possesses a chiral center, existing in two mirror-image forms (R and S), and the phenyl group may enhance its lipophilicity. It serves as a potential building block for the synthesis of pharmaceuticals, indicating its utility in drug development.

191849-93-1

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191849-93-1 Usage

Uses

Used in Pharmaceutical Synthesis:
3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid is used as a key intermediate in the synthesis of pharmaceuticals for its ability to be further chemically modified due to the presence of the hydroxy and amino groups.
Used in Drug Development:
In the pharmaceutical industry, 3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid is used as a precursor compound for developing new drugs, leveraging its structural features to target specific biological pathways or receptors.
Used in Chiral Chemistry:
3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid is utilized in chiral chemistry to explore the different properties and potential applications of its R and S enantiomers, which may exhibit distinct biological activities.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid serves as a research tool to investigate the structure-activity relationships of drug candidates and optimize their pharmacological properties.

Check Digit Verification of cas no

The CAS Registry Mumber 191849-93-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,9,1,8,4 and 9 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 191849-93:
(8*1)+(7*9)+(6*1)+(5*8)+(4*4)+(3*9)+(2*9)+(1*3)=181
181 % 10 = 1
So 191849-93-1 is a valid CAS Registry Number.

191849-93-1Relevant academic research and scientific papers

Synthesis of α-Ketoamide-Based Stereoselective Calpain-1 Inhibitors as Neuroprotective Agents

Jastaniah, Ammar,Gaisina, Irina N.,Knopp, Rachel C.,Thatcher, Gregory R. J.

, p. 2280 - 2285 (2020/09/23)

Calpain inhibitors have been proposed as drug candidates for neurodegenerative disorders, with ABT-957 entering clinical trials for Alzheimer's disease and mild cognitive impairment. The structure of ABT-957 was very recently disclosed, and trials were te

DIPEPTIDYL KETOAMIDE META-METHOXYPHENYL DERIVATIVES AND USES THEREOF

-

, (2019/11/14)

The present invention relates to dipeptidyl ketoamide m-methoxyphenyl derivatives and their use in the treatment of diseases and conditions associated with elevated calpain activity, such as heart injury caused by infarction, ischemia with or without repe

COMPOSITION FOR TREATMENT AND/OR PREVENTION OF PERIPHERAL NERVE DISORDER

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, (2019/10/29)

The present invention provides a means for treating and/or preventing peripheral nerve disorder by facilitating regeneration of peripheral nerves. Specifically, the present invention provides a composition for treating and/or preventing peripheral nerve d

DIPEPTIDYL KETOAMIDE COMPOUNDS AND THEIR USE FOR THE TREATMENT AND/OR PREVENTION OF FAT ACCUMULATION

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, (2016/04/20)

The present invention relates to the use of dipeptidyl ketoamide compounds for preventing accumulation of triglycerides in adipose tissue or for reducing the amount of triglycerides in adipose tissue in a subject in need thereof and to novel dipeptidyl ke

Lissencephaly therapeutic agent

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, (2016/07/27)

An object of the present invention is to provide a medicament and method for treating lissencephaly patients. The present invention provides a lissencephaly therapeutic or preventive agent comprising a compound represented by the general formula (I): wher

LISSENCEPHALY THERAPEUTIC AGENT

-

Page/Page column, (2013/10/22)

An object of the present invention is to provide a medicament and method for treating lissencephaly patients. The present invention provides a lissencephaly therapeutic or preventive agent comprising a compound represented by the general formula (I): wher

Synthesis, calpain inhibitory activity, and cytotoxicity of P 2-substituted proline and thiaproline peptidyl aldehydes and peptidyl α-ketoamides

Korukonda, Rajani,Guan, Na,Dalton, James T.,Liu, Jiuyu,Donkor, Isaac O.

, p. 5282 - 5290 (2007/10/03)

Calpain is a cytosolic cysteine endopeptidase that has been implicated in a number of disorders including cancer. We have synthesized and studied the μ-calpain inhibitory activity and cytotoxicity of peptidyl aldehydes and peptidyl α-ketoamides with N-sub

Exploration of orally available calpain inhibitors: Peptidyl α-ketoamides containing an amphiphile at P3 site

Shirasaki, Yoshihisa,Miyashita, Hiroyuki,Yamaguchi, Masazumi,Inoue, Jun,Nakamura, Masayuki

, p. 4473 - 4484 (2007/10/03)

A novel series of dipeptidyl α-ketoamide derivatives with amphiphile was designed and synthesized as water-soluble calpain inhibitors. The introduction of amphiphiles at the P3 site increased water solubility without loss of membrane permeability and prov

ALPHA-KETOAMIDE DERIVATIVE, AND PRODUCTION METHOD AND USE THEREOF

-

Page/Page column 33-34, (2008/06/13)

The present invention provides a compound represented by the formula (I): (INSERT CHEMICAL FORMULA) (wherein R1 is a lower alkyl substituted by a lower alkoxy or a heterocyclic group, or a heterocyclic group; R2 is a lower alkyl opti

NOVEL THIAZINE OR PYRAZINE DERIVATIVES

-

, (2008/06/13)

An object of the present invention is to synthesize novel compounds having 3-oxo-3, 4-dihydro-2H-1, 4-thiazine or 2-oxo-1, 2, 3, 4-tetrahydropyrazine as a main skeleton. The present invention relates to compounds represented by the following general formula [I] and salts thereof. In the formula, X is S or R6-(A2)n-N, R1 and R2 are H, alkyl, cycloalkyl or aryl, R3 and R4 are H, alkyl, cycloalkyl, aryl or aromatic heterocycles, R5 is H, alkyl, cycloalkyl, aryl or -A3-A4-R7, R6 is H, alkyl, cycloalkyl, OH, alkoxy, aryl, aryloxy or an aromatic heterocycle, R7 is H, alkyl, OH, alkoxy, aryl, aryloxy, amino, alkylamino, arylamino, an aromatic heterocycle or a nonaromatic heterocycle, A1 is alkylene, A2 is carbonyl or sulfonyl, A3 is alkylene, and A4 is carbonyl or oxalyl.

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