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ETHYL 2-AMINO-4-(4-FLUOROPHENYL)THIOPHENE-3-CARBOXYLATE is a light yellow solid compound that holds significant value in the field of pharmaceutical research and development. It is primarily recognized for its potential role in studying the structure-activity relationship of novel tissue transglutaminase inhibitors, which are essential in understanding the underlying mechanisms of various diseases and conditions.

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  • 35978-33-7 Structure
  • Basic information

    1. Product Name: ETHYL 2-AMINO-4-(4-FLUOROPHENYL)THIOPHENE-3-CARBOXYLATE
    2. Synonyms: 2-AMINO-4-(4-FLUORO-PHENYL)-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER;3-THIOPHENECARBOXYLIC ACID, 2-AMINO-4-(4-FLUOROPHENYL)-, ETHYL ESTER;AKOS MSC-0436;AKOS BBS-00000846;IFLAB-BB F0307-0495;ETHYL 2-AMINO-4-(4-FLUOROPHENYL)THIOPHENE-3-CARBOXYLATE;AURORA 20700;BUTTPARK 47\15-16
    3. CAS NO:35978-33-7
    4. Molecular Formula: C13H12FNO2S
    5. Molecular Weight: 265.3
    6. EINECS: 200-417-5
    7. Product Categories: N/A
    8. Mol File: 35978-33-7.mol
  • Chemical Properties

    1. Melting Point: 92-95°C
    2. Boiling Point: 388.7 °C at 760 mmHg
    3. Flash Point: 188.9 °C
    4. Appearance: yellow solid
    5. Density: 1.293
    6. Vapor Pressure: 3E-06mmHg at 25°C
    7. Refractive Index: 1.596
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: ETHYL 2-AMINO-4-(4-FLUOROPHENYL)THIOPHENE-3-CARBOXYLATE(CAS DataBase Reference)
    11. NIST Chemistry Reference: ETHYL 2-AMINO-4-(4-FLUOROPHENYL)THIOPHENE-3-CARBOXYLATE(35978-33-7)
    12. EPA Substance Registry System: ETHYL 2-AMINO-4-(4-FLUOROPHENYL)THIOPHENE-3-CARBOXYLATE(35978-33-7)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 20/21/22-36/37/38
    3. Safety Statements: 22-26-36/37/39
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 35978-33-7(Hazardous Substances Data)

35978-33-7 Usage

Uses

Used in Pharmaceutical Research:
ETHYL 2-AMINO-4-(4-FLUOROPHENYL)THIOPHENE-3-CARBOXYLATE is used as a research compound for investigating the structure-activity relationship of novel tissue transglutaminase inhibitors. This application is crucial in the development of new drugs and therapies targeting tissue transglutaminase, an enzyme involved in various physiological processes and diseases.
Used in Drug Development:
In the drug development industry, ETHYL 2-AMINO-4-(4-FLUOROPHENYL)THIOPHENE-3-CARBOXYLATE serves as a key compound in the design and synthesis of potential tissue transglutaminase inhibitors. Its unique chemical properties allow researchers to explore new avenues in the treatment of diseases associated with the dysregulation of tissue transglutaminase activity.
Used in Chemical Synthesis:
ETHYL 2-AMINO-4-(4-FLUOROPHENYL)THIOPHENE-3-CARBOXYLATE is also utilized as an intermediate in the synthesis of various organic compounds and pharmaceuticals. Its versatile chemical structure enables the creation of a wide range of molecules with diverse applications in the chemical and pharmaceutical industries.

Check Digit Verification of cas no

The CAS Registry Mumber 35978-33-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,5,9,7 and 8 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 35978-33:
(7*3)+(6*5)+(5*9)+(4*7)+(3*8)+(2*3)+(1*3)=157
157 % 10 = 7
So 35978-33-7 is a valid CAS Registry Number.
InChI:InChI=1/C13H12FNO2S/c1-2-17-13(16)11-10(7-18-12(11)15)8-3-5-9(14)6-4-8/h3-7H,2,15H2,1H3

35978-33-7 Well-known Company Product Price

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  • Alfa Aesar

  • (H33631)  Ethyl 2-amino-4-(4-fluorophenyl)thiophene-3-carboxylate, 96%   

  • 35978-33-7

  • 1g

  • 433.0CNY

  • Detail
  • Alfa Aesar

  • (H33631)  Ethyl 2-amino-4-(4-fluorophenyl)thiophene-3-carboxylate, 96%   

  • 35978-33-7

  • 5g

  • 1435.0CNY

  • Detail

35978-33-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethyl 2-amino-4-(4-fluorophenyl)thiophene-3-carboxylate

1.2 Other means of identification

Product number -
Other names ETHYL 2-AMINO-4-(4-FLUOROPHENYL)THIOPHENE-3-CARBOXYLATE

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:35978-33-7 SDS

35978-33-7Relevant articles and documents

Inhibitor-Induced Dimerization of an Essential Oxidoreductase from African Trypanosomes

Wagner, Annika,Le, Thien Anh,Brennich, Martha,Klein, Philipp,Bader, Nicole,Diehl, Erika,Paszek, Daniel,Weickhmann, A. Katharina,Dirdjaja, Natalie,Krauth-Siegel, R. Luise,Engels, Bernd,Opatz, Till,Schindelin, Hermann,Hellmich, Ute A.

supporting information, p. 3640 - 3644 (2019/02/09)

Trypanosomal and leishmanial infections claim tens of thousands of lives each year. The metabolism of these unicellular eukaryotic parasites differs from the human host and their enzymes thus constitute promising drug targets. Tryparedoxin (Tpx) from Tryp

Design and synthesis of novel protein kinase CK2 inhibitors on the base of 4-aminothieno[2,3-d]pyrimidines

Ostrynska, Olga V.,Balanda, Anatoliy O.,Bdzhola, Volodymyr G.,Golub, Andriy G.,Kotey, Igor M.,Kukharenko, Olexander P.,Gryshchenko, Andrii A.,Briukhovetska, Nadiia V.,Yarmoluk, Sergiy M.

, p. 148 - 160 (2016/04/05)

An extension of our previous research work has resulted in a number of new ATP-competitive CK2 inhibitors that have been identified among 4-aminothieno[2,3-d]pyrimidine derivatives. The most active compounds obtained in the course of the research are 3-(5-p-tolyl-thieno[2,3-d]pyrimidin-4-ylamino)-benzoic acid, 5e (NHTP23, IC50 = 0.01 μM), 3-(5-phenyl-thieno[2,3-d]pyrimidin-4-ylamino)-benzoic acid, 5g (NHTP25, IC50 = 0.065 μM) and 3-(6-methyl-5-phenyl-thieno[2,3-d]pyrimidin-4-ylamino)-benzoic acid, 5n (NHTP33, IC50 = 0.008 μM). Structure-activity relationships of the tested 4-aminothieno[2,3-d]pyrimidine derivatives have been studied and their binding mode with ATP-acceptor site of CK2 has been proposed. A negative effect of intramolecular hydrogen bonding in the compounds' structure is discussed.

Novel 4-oxothienopyrimidinyl propanoic acid derivatives as AMPactivated protein kinase (AMPK) activators

Sasmal, Pradip K.,Jaleel, Mahaboobi,Rao, P. Tirumala,Munikumar,Bhattacharya, Megha,Kumar, Nutakki Ravi,Neelima, Poondla,Rawoof, Khaji Abdul,Rao, P. Narasimha,Abbineni, Chandrasekhar,Roshaiah,Sridhar,Kumar, Thammera Ranjith,Vinu, Menon C.A.,Potluri, Vijay,Misra, Parimal,Talwar, Rashmi,Das, Saibal Kumar

, p. 778 - 785 (2014/07/07)

Adenosine 5′-monophosphate (AMP) activated protein kinase (AMPK) is a highly conserved sensor of cellular energy. AMPK has been recognized as a key regulator of mammalian metabolic function and has emerged as an attractive target for the treatment of meta

RETINOID-RELATED ORPHAN RECEPTOR GAMMA MODULATORS, COMPOSITION CONTAINING THEM AND USES THEREOF

-

Page/Page column 32, (2012/08/08)

Provided are retinoid-related orphan receptor gamma(ROR γ) modulators of formula (I), processes for their preparation, pharmaceutical compositions containing them, and their uses in the treatment of diseases mediated by ROR γ.

Synthesis and biological evaluation of substituted (thieno[2,3-d]pyrimidin- 4-ylthio)carboxylic acids as inhibitors of human protein kinase CK2

Golub, Andriy G.,Bdzhola, Volodymyr G.,Briukhovetska, Nadiia V.,Balanda, Anatoliy O.,Kukharenko, Olexander P.,Kotey, Igor M.,Ostrynska, Olga V.,Yarmoluk, Sergiy M.

experimental part, p. 870 - 876 (2011/04/22)

A novel series of substituted (thieno[2,3-d]pyrimidin-4-ylthio)carboxylic acids has been synthesized and tested in vitro towards human protein kinase CK2. It was revealed that the most active compounds inhibiting CK2 are 3-{[5-(4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]thio}propanoic acid and 3-{[5-(4-ethoxyphenyl)thieno[2,3-d]pyrimidin-4-yl]thio}propanoic acid (IC 50 values are 0.1 μM and 0.125 μM, respectively). Structure-activity relationships of 28 tested thienopyrimidine derivatives have been studied and binding mode of this chemical class has been predicted. Evaluation of the inhibitors on seven protein kinases revealed considerable selectivity towards CK2.

Novel thiophene derivatives as PTP1B inhibitors with selectivity and cellular activity

Ye, Deju,Zhang, Yu,Wang, Fei,Zheng, Mingfang,Zhang, Xu,Luo, Xiaomin,Shen, Xu,Jiang, Hualiang,Liu, Hong

scheme or table, p. 1773 - 1782 (2010/05/02)

A series of novel thiophene derivatives was designed, synthesized and their activities as competitive inhibitors of protein tyrosine phosphatase (PTPs) 1B (PTP1B) inhibitors were evaluated. All the compounds showed inhibitory potencies, and 10 of these exhibited moderate inhibitory activities with IC50 values less than 10 μM. The activity of the most potent compound P28 (IC50 = 2.1 μM) was 15 times higher than that of the hit compound P01. Further, four representative compounds (P19, P22, P28, and P31) demonstrated remarkably high selectivities against other PTPs (e.g., PTPα, LAR, CD45, and TCPTP); P19 exhibited greater than sixfold selectivity over highly homologous TCPTP. More importantly, these compounds are permeable to cell membranes. The treatment of CHO-K1 cells with P28 (10 μM) resulted in increased phosphorylation of AKT, which suggested extensive cellular activity of this compound. The novel chemical entities reported in this study could be used for overcoming the poor selectivity and low cellular activity of PTP1B inhibitors and might represent a starting point for development of therapeutic PTP inhibitors.

Discovery and SAR development of thienopyridones: A class of small molecule AMPK activators

Zhao, Gang,Iyengar, Rajesh R.,Judd, Andrew S.,Cool, Barbara,Chiou, William,Kifle, Lemma,Frevert, Ernst,Sham, Hing,Kym, Philip R.

, p. 3254 - 3257 (2008/02/08)

AMP-activated protein kinase (AMPK) is well established as a sensor and regulator of intracellular and whole-body energy metabolism. A high-throughput screen was performed in order to identify chemotypes that are bound by AMPK. A novel thienopyridone comp

SUBSTITUED 3,4-DIHYDROTHIENO [2,3-D] PYRMIDINES AS TISSUE TRANSGLUTAMINASE INHIBITORS

-

Page/Page column 50, (2010/11/08)

The present invention provides novel compounds and methods useful for treating transglutaminase associated disorders such as celiac spru, Alzheimer's disease and Huntington's disease. Certain compounds of the invention are tissue transglutaminase inhibito

THIOPHENE-BASED COMPOUNDS EXHIBITING ATP-UTILIZING ENZYME INHIBITORY ACTIVITY, AND COMPOSITIONS, AND USES THEREOF

-

Page/Page column 66-67, (2008/06/13)

Thiophene-based compounds exhibiting ATP-utilizing enzyme inhibitory activity, methods of using compounds exhibiting ATP-utilizing enzyme inhibitory activity, and compositions comprising compounds exhibiting ATP-utilizing enzyme inhibitory activity, are d

Structure-activity relationship study of novel tissue transglutaminase inhibitors

Duval, Eric,Case, April,Stein, Ross L.,Cuny, Gregory D.

, p. 1885 - 1889 (2007/10/03)

Thieno[2,3-d]pyrimidin-4-one acylhydrazide derivatives were discovered as moderately potent inhibitors of TGase 2 (tissue transglutaminase) utilizing a fluorescence-based assay that measured TGase 2 catalyzed incorporation of the dansylated Lys derivative

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