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2-Fluoro-N-methoxy-N-methylbenzamide is a chemical compound with the molecular formula C9H10FNO2. It is a benzamide derivative characterized by the presence of a fluorine atom at the second carbon, and a methoxy and methyl group attached to the nitrogen atom. 2-Fluoro-N-methoxy-N-methylbenzamide is recognized for its potential pharmacological activities, such as analgesic and anti-inflammatory properties, and is utilized as a building block in the development of new pharmaceuticals and agrochemicals. It plays a significant role in both medicinal and industrial applications.

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  • 198967-24-7 Structure
  • Basic information

    1. Product Name: 2-Fluoro-N-methoxy-N-methylbenzamide
    2. Synonyms: 2-FLUORO-N-METHOXY-N-METHYLBENZAMIDE;2-Fluoro-N-methoxy-N-metylbenzamide ;N-Methoxy-N-Methyl-2-fluorobenzaMide;FMMB 3-Fluoro-n-methoxy-n-methylbenzamide
    3. CAS NO:198967-24-7
    4. Molecular Formula: C9H10FNO2
    5. Molecular Weight: 183.18
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 198967-24-7.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 299.9 °C at 760 mmHg
    3. Flash Point: 135.2 °C
    4. Appearance: /
    5. Density: 1.179 g/cm3
    6. Vapor Pressure: 0.00116mmHg at 25°C
    7. Refractive Index: 1.509
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. CAS DataBase Reference: 2-Fluoro-N-methoxy-N-methylbenzamide(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2-Fluoro-N-methoxy-N-methylbenzamide(198967-24-7)
    12. EPA Substance Registry System: 2-Fluoro-N-methoxy-N-methylbenzamide(198967-24-7)
  • 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: 198967-24-7(Hazardous Substances Data)

198967-24-7 Usage

Uses

Used in Organic Synthesis:
2-Fluoro-N-methoxy-N-methylbenzamide is used as a key intermediate in organic synthesis for the production of various chemical compounds. Its unique structure allows for versatile reactions and modifications, making it a valuable component in the synthesis of complex organic molecules.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 2-Fluoro-N-methoxy-N-methylbenzamide is employed as a research compound to explore its potential pharmacological properties. Its analgesic and anti-inflammatory activities are of particular interest, as these properties could lead to the development of new therapeutic agents for pain management and inflammation control.
Used in Pharmaceutical Development:
As a building block in pharmaceutical development, 2-Fluoro-N-methoxy-N-methylbenzamide contributes to the creation of novel drugs with improved efficacy and safety profiles. Its incorporation into drug molecules can enhance their pharmacokinetic and pharmacodynamic properties, leading to more effective treatments for various diseases and conditions.
Used in Agrochemical Development:
2-Fluoro-N-methoxy-N-methylbenzamide also finds application in the agrochemical industry, where it serves as a starting material for the synthesis of new agrochemicals. Its potential to modulate biological activities makes it a promising candidate for the development of innovative pesticides, herbicides, and other agricultural chemicals that can improve crop protection and yield.

Check Digit Verification of cas no

The CAS Registry Mumber 198967-24-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,9,8,9,6 and 7 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 198967-24:
(8*1)+(7*9)+(6*8)+(5*9)+(4*6)+(3*7)+(2*2)+(1*4)=217
217 % 10 = 7
So 198967-24-7 is a valid CAS Registry Number.
InChI:InChI=1/C9H10FNO2/c1-11(13-2)9(12)7-5-3-4-6-8(7)10/h3-6H,1-2H3

198967-24-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Fluoro-N-methoxy-N-methylbenzamide

1.2 Other means of identification

Product number -
Other names 2-fluoro-N-methoxy-N-methyl-benzamide

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:198967-24-7 SDS

198967-24-7Relevant articles and documents

Flow Microreactor Technology for Taming Highly Reactive Chloroiodomethyllithium Carbenoid: Direct and Chemoselective Synthesis of α-Chloroaldehydes

Colella, Marco,Degennaro, Leonardo,Luisi, Renzo,Musci, Pantaleo,Romanazzi, Giuseppe,Sivo, Alessandra

supporting information, p. 3623 - 3627 (2020/05/22)

A straightforward flow synthesis of α-chloro aldehydes has been developed. The strategy involves, for the first time, the thermal unstable chloroiodomethyllithium carbenoid and carbonyl compounds. A batch versus flow comparative study showcases the superb capability of flow technology in prolonging the lifetime of the lithiated carbenoid, even at -20 °C. Remarkably, the high chemoselectivity realized in flow allowed for preparing polyfunctionalized α-chloro aldehydes not easily accessible with traditional batch procedures.

Iminyl Radicals by Reductive Cleavage of N-O Bond in Oxime Ether Promoted by SmI2: A Straightforward Synthesis of Five-Membered Cyclic Imines

Huang, Fei,Zhang, Songlin

supporting information, p. 7430 - 7434 (2019/10/11)

A new generation method of N-centered radicals from the reductive cleavage of the N-O bond in oxime ether promoted by SmI2 is reported for the first time. The in-situ-generated N-centered radicals underwent intramolecular cyclization to afford five-membered cyclic imines in two manners: N-centered radical addition and N-centered anion nucleophilic substitution. From a synthetic point of view, an efficient synthetic method of five-membered cyclic imines was developed. A mechanism of the transformation was proposed.

PIPERIDINE-DIONE DERIVATIVES

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Page/Page column 96, (2015/11/10)

The invention provides novel compounds having the general formula (I) and tautomers and pharmaceutically acceptable salts thereof, wherein A1, A2, A3, A4, R1, R4, R5, R6, R7 and R8 are as defined herein, compositions including the compounds and methods of using the compounds.

Synthesis and biochemical evaluation of benzoylbenzophenone thiosemicarbazone analogues as potent and selective inhibitors of cathepsin L

Parker, Erica N.,Song, Jiangli,Kishore Kumar,Odutola, Samuel O.,Chavarria, Gustavo E.,Charlton-Sevcik, Amanda K.,Strecker, Tracy E.,Barnes, Ashleigh L.,Sudhan, Dhivya R.,Wittenborn, Thomas R.,Siemann, Dietmar W.,Horsman, Michael R.,Chaplin, David J.,Trawick, Mary Lynn,Pinney, Kevin G.

, p. 6974 - 6992 (2015/11/11)

Upregulation of cathepsin L in a variety of tumors and its ability to promote cancer cell invasion and migration through degradation of the extracellular matrix suggest that cathepsin L is a promising biological target for the development of anti-metastatic agents. Based on encouraging results from studies on benzophenone thiosemicarbazone cathepsin inhibitors, a series of fourteen benzoylbenzophenone thiosemicarbazone analogues were designed, synthesized, and evaluated for their inhibitory activity against cathepsins L and B. Thiosemicarbazone inhibitors 3-benzoylbenzophenone thiosemicarbazone 1, 1,3-bis(4-fluorobenzoyl)benzene thiosemicarbazone 8, and 1,3-bis(2-fluorobenzoyl)-5-bromobenzene thiosemicarbazone 32 displayed the greatest potency against cathepsin L with low IC50 values of 9.9 nM, 14.4 nM, and 8.1 nM, respectively. The benzoylbenzophenone thiosemicarbazone analogues evaluated were selective in their inhibition of cathepsin L compared to cathepsin B. Thiosemicarbazone analogue 32 inhibited invasion through Matrigel of MDA-MB-231 breast cancer cells by 70% at 10 μM. Thiosemicarbazone analogue 8 significantly inhibited the invasive potential of PC-3ML prostate cancer cells by 92% at 5 μM. The most active cathepsin L inhibitors from this benzoylbenzophenone thiosemicarbazone series (1, 8, and 32) displayed low cytotoxicity toward normal primary cells [in this case human umbilical vein endothelial cells (HUVECs)]. In an initial in vivo study, 3-benzoylbenzophenone thiosemicarbazone (1) was well-tolerated in a CDF1 mouse model bearing an implanted C3H mammary carcinoma, and showed efficacy in tumor growth delay. Low cytotoxicity, inhibition of cell invasion, and in vivo tolerability are desirable characteristics for anti-metastatic agents functioning through an inhibition of cathepsin L. Active members of this structurally diverse group of benzoylbenzophenone thiosemicarbazone cathepsin L inhibitors show promise as potential anti-metastatic, pre-clinical drug candidates.

Highly efficient and environmentally benign preparation of Weinreb amides in the biphasic system 2-MeTHF/water

Pace, Vittorio,Castoldi, Laura,Alcantara, Andres R.,Holzer, Wolfgang

, p. 10158 - 10162 (2013/09/02)

A straightforward chromatography-free preparation of Weinreb amides starting from acid halides has been achieved in the biphasic medium 2-MeTHF/water. Analytically pure compounds were isolated in excellent yields simply after removal of 2-MeTHF, which abs

COMPOSITIONS AND METHODS FOR INHIBITION OF CATHEPSINS

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Paragraph 0130, (2013/10/08)

This invention is directed to compound of Formula I and methods of using these compounds in the treatment of conditions in which modulation of a cathepsin, particularly cathepsin K or cathepsin L, will be therapeutically useful.

Ru-catalyzed hydrogenation of 3,5-diketo amides: Simultaneous control of chemo- and enantioselectivity

Li, Wanfang,Fan, Weizheng,Ma, Xin,Tao, Xiaoming,Li, Xiaoming,Xie, Xiaomin,Zhang, Zhaoguo

supporting information, p. 8976 - 8978 (2012/11/07)

By modulating the chelating priorities of the different directing groups in 3,5-diketo amides with the assistance from coordinating solvent, highly chemo- and enantioselective hydrogenation of the C3-carbonyls was achieved in the presence of [RuCl(benzene)(S)-SunPhos]Cl in THF.

Design, synthesis, and biological evaluation of potent thiosemicarbazone based cathepsin L inhibitors

Kishore Kumar,Chavarria, Gustavo E.,Charlton-Sevcik, Amanda K.,Arispe, Wara M.,MacDonough, Matthew T.,Strecker, Tracy E.,Chen, Shen-En,Siim, Bronwyn G.,Chaplin, David J.,Trawick, Mary Lynn,Pinney, Kevin G.

supporting information; experimental part, p. 1415 - 1419 (2010/07/06)

A small library of 36 functionalized benzophenone thiosemicarbazone analogs has been prepared by chemical synthesis and evaluated for their ability to inhibit the cysteine proteases cathepsin L and cathepsin B. Inhibitors of cathepsins L and B have the potential to limit or arrest cancer metastasis. The six most active inhibitors of cathepsin L (IC50 50 > 10,000 nM). The most active analog in the series, 3-bromophenyl-2′-fluorophenyl thiosemicarbazone 1, also efficiently inhibits cell invasion of the DU-145 human prostate cancer cell line.

CYCLIC INHIBITORS OF 11BETA-HYDROXYSTEROID DEHYDROGENASE 1

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Page/Page column 51; 52, (2011/01/05)

This invention relates to novel compounds of the Formula Ik, Im1, Im2, Im5, In1, In2, In5, Io1, Io2, Io5, Ip1, Ip3, pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof, which are useful for the therapeutic treatment of diseases associated with the modulation or inhibition of 11β-HSD1 in mammals. The invention further relates to pharmaceutical compositions of the novel compounds and methods for their use in the reduction or control of the production of cortisol in a cell or the inhibition of the conversion of cortisone to cortisol in a cell.

CONDENSED THIOPHENE DERIVATIVES AND THEIR USE AS CYCLIC GLP-1 AGONISTS

-

Page/Page column 73, (2010/02/15)

The invention provides compounds of formula (I) for use as GLP-1 receptor agonists.

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