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2-Pyrrolidinecarbonitrile,1-(chloroacetyl)-4-fluoro-,(2S,4S)is a specific stereoisomer of the 1-(chloroacetyl)-4-fluoro-2-pyrrolidinecarbonitrile compound, characterized by its unique spatial arrangement and molecular formula C9H10ClFN2. It is a pyrrolidine and carbonitrile compound with potential therapeutic properties, commonly used in pharmaceutical research and development.

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  • 596817-06-0 Structure
  • Basic information

    1. Product Name: 2-Pyrrolidinecarbonitrile,1-(chloroacetyl)-4-fluoro-,(2S,4S)-
    2. Synonyms: 2-Pyrrolidinecarbonitrile,1-(chloroacetyl)-4-fluoro-,(2S,4S)-;(2S,4S)-1-(2-chloroacetyl)-4-fluoropyrrolidine-2-carbonitrile;2-Pyrrolidinecarbonitrile, 1-(2-chloroacetyl)-4-fluoro-, (2S,4S)-
    3. CAS NO:596817-06-0
    4. Molecular Formula: C7H8ClFN2O
    5. Molecular Weight: 190.6026232
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 596817-06-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 2-Pyrrolidinecarbonitrile,1-(chloroacetyl)-4-fluoro-,(2S,4S)-(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2-Pyrrolidinecarbonitrile,1-(chloroacetyl)-4-fluoro-,(2S,4S)-(596817-06-0)
    11. EPA Substance Registry System: 2-Pyrrolidinecarbonitrile,1-(chloroacetyl)-4-fluoro-,(2S,4S)-(596817-06-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 596817-06-0(Hazardous Substances Data)

596817-06-0 Usage

Uses

Used in Pharmaceutical Research and Development:
2-Pyrrolidinecarbonitrile,1-(chloroacetyl)-4-fluoro-,(2S,4S)is used as a research compound for its potential therapeutic properties. Its specific stereoisomer configuration, (2S,4S), is crucial for understanding its reactivity and biological properties, making it a valuable asset in the discovery and development of new medications.
Used in Medicinal Applications:
In the pharmaceutical industry, 2-Pyrrolidinecarbonitrile,1-(chloroacetyl)-4-fluoro-,(2S,4S)is utilized as a key intermediate in the synthesis of various drugs. Its unique structure and stereochemistry contribute to the development of novel therapeutic agents with improved efficacy and selectivity.

Check Digit Verification of cas no

The CAS Registry Mumber 596817-06-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 5,9,6,8,1 and 7 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 596817-06:
(8*5)+(7*9)+(6*6)+(5*8)+(4*1)+(3*7)+(2*0)+(1*6)=210
210 % 10 = 0
So 596817-06-0 is a valid CAS Registry Number.

596817-06-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name (2S,4S)-1-(2-chloroacetyl)-4-fluoropyrrolidine-2-carbonitrile

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:596817-06-0 SDS

596817-06-0Relevant articles and documents

PYRROLIDINE AND PIPERIDINE COMPOUNDS

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Paragraph 0250-0253, (2021/05/15)

The present technology provides pyrrolidine and piperidine compounds or pharmaceutically acceptable salts thereof, preparation processes thereof, pharmaceutical compositions comprising the same, and uses thereof. In particular, said compounds may be usefully applied in the treatment and prevention of FAP-mediated diseases.

West request acid bei geleg sandbank and intermediate preparation method

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Paragraph 0100; 0113-0116, (2019/02/26)

The invention relates to a preparation method of besigliptin and its intermediate, and concretely relates to a preparation method of an azadicyclic compound besigliptin and its key intermediate. The preparation method comprises the following steps: carrying out step a, step b and step c to prepare the key intermediate compound of formula VII, carryin gout isomer resolution and protective group removal on the compound of formula VII to obtain a compound of formula XV, coupling the compound of formula XV with the compound of formula XIII, and salifying to form a target compound I. The preparation method has the advantages of substantial reduction of the production cost, simple production flow, yield increase, and suitableness for industrial production.

4-fluoropyrrolidine-2-carbonyl fluorides: Useful synthons and their facile preparation with 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride

Singh, Rajendra P.,Umemoto, Teruo

, p. 3113 - 3121 (2011/06/21)

4-Fluoropyrrolidine derivatives are useful in medicinal chemistry applications such as dipeptidyl peptidase IV inhibitors. As attractive synthons for these, N-protected (2S,4S)-4-fluoropyrrolidine-2-carbonyl fluorides were synthesized in high yield by double fluorination of N-protected (2S,4R)-4-hydroxyproline with 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride (Fluolead). The 4-fluoropyrrolidine-2-carbonyl fluorides were converted to useful intermediates such as 4-fluoropyrrolidine-2-carboxamides, -N-methoxy-N-methylcarboxamide (Weinreb amide), -carboxylate methyl esters, and -carbonitriles in excellent yields. The crystalline N-Fmoc-cis-4- fluoropyrrolidine-2-carbonyl fluoride 2a is a particularly useful synthon due to its high yield of preparation and easy isolation as an enantiomerically pure compound by crystallization. Thus, the methodology using the synthons prepared by the stereospecific double fluorination has enabled a significant decrease in the synthetic steps needed for the preparation of the 4-fluoropyrrolidine derivatives useful for medicinal applications.

DICYCLOAZAALKANE DERIVATES, PREPARATION PROCESSES AND MEDICAL USES THEREOF

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Page/Page column 40, (2010/11/17)

Disclosed are new dicycloazaalkane derivates represented by general formula (I), preparation processes and pharmaceutical compositions containing them, and the uses for treatment especially for dipeptidyl peptidase inhibitor (DPP-IV), in which each substitute group of general formula (I) is as defined in specification.

DIPEPTIDYL PEPTIDASE IV INHIBITORS

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Page/Page column 42, (2010/08/04)

Described are novel compounds of the Formula (I), their derivatives, analogs, tautomeric forms, regioisomers, stereoisomers, polymorphs, solvates, intermediates, pharmaceutically acceptable salts, pharmaceutical compositions, metabolites and prodrugs thereof. These compounds are effective in lowering blood glucose, serum insulin, free fatty acids, cholesterol, triglyceride levels; treatment of obesity, inflammation, autoimmune diseases such as multiple sclerosis, rheumatoid arthritis; treatment and/or prophylaxis of type II diabetes. These compounds are more particularly dipeptidyl peptidase (DPP IV) inhibitors.

NOVEL 4-FLUOROPYRROLIDINE-2-CARBONYL FLUORIDE COMPOUNDS AND THEIR PREPARATIVE METHODS

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Page/Page column 35-36, (2010/08/04)

Novel 4-fluoropyrrolidine-2-carbonyl fluoride compounds as useful fluorinated intermediates are disclosed. Their preparative methods are also disclosed. Useful applications of the 4-fluoropyrrolidine-2-carbonyl fluorides are shown.

Discovery of conformationally rigid 3-azabicyclo[3.1.0]hexane-derived dipeptidyl peptidase-IV inhibitors

Sattigeri, Jitendra A.,Andappan, Murugaiah M.S.,Kishore, Kaushal,Thangathirupathy, Srinivasan,Sundaram, Sinduja,Singh, Shuchita,Sharma, Suchitra,Davis, Joseph A.,Chugh, Anita,Bansal, Vinay S.

scheme or table, p. 4087 - 4091 (2009/04/10)

The induction of conformationally restricted N-(aryl or heteroaryl)-3-azabicyclo[3.1.0]hexane derivatives at P2 region of compounds of 2-cyanopyrrolidine class was explored to develop novel DPP-IV inhibitors. The synthesis, structure-activity r

NOVEL PROCESSES FOR THE PREPARATION OF DPP IV INHIBITORS

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Page/Page column 44-45; 47, (2008/06/13)

The present invention relates to novel processes for preparing DPP-IV inhibitors having the structure of formula I, and pharmaceutically acceptable salt thereof, which are useful for treatment of Type 2 diabetes.

Synthesis and structure-activity relationships of potent 4-fluoro-2-cyanopyrrolidine dipeptidyl peptidase IV inhibitors

Fukushima, Hiroshi,Hiratate, Akira,Takahashi, Masato,Mikami, Ayako,Saito-Hori, Masako,Munetomo, Eiji,Kitano, Kiyokazu,Chonan, Sumi,Saito, Hidetaka,Suzuki, Akio,Takaoka, Yuji,Yamamoto, Koji

, p. 4093 - 4106 (2008/09/21)

Dipeptidyl peptidase IV (DPP-IV) inhibitors are promising antidiabetic drugs, and several drugs are in the developmental stage. We previously reported that the introduction of fluorine to the 4-position of 2-cyanopyrrolidine enhanced the DPP-IV inhibitory

DIPEPTIDYL PEPTIDASE IV INHIBITOR COMPOUNDS AND COMPOSITIONS

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Page/Page column 27, (2010/11/28)

The present invention relates to dipeptidyl peptidase IV (DPP-IV) inhibitors of formula (1), pharmaceutical compositions containing them, processes for their preparation, and methods for treating disorders mediated by DPP-IV inhibition, such as diabetes, especially Type II diabetes, with them, wherein Rj is substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkylalkyyl, substituted or unsubstituted aryl, substituted or unsubstituted arylalkyl, substituted or unsubstituted heteroaryl, substituted or unsubstituted heteroarylalkyl, substituted or unsubstituted heterocyclic ring, substituted or unsubstituted heterocyclylalkyl; R2 is hydrogen or Q-β alkyl; Y is -S(O)m, -CH2-, -CHF or CF2; R3 is hydrogen, nitrile (-CN), COOH, or an isostere of a carboxylic acid.

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