59337-89-2

Usage

Uses

Used in Pharmaceutical Industry:
3-Chlorothiophene-2-carboxylic acid is used as an intermediate in the synthesis of various pharmaceutical compounds. Its specific application is in the synthesis of 3-chloro-N-[(4-chlorophenyl)(methyl)carbamothioyl]thiophene-2-carboxamide, which may have potential therapeutic uses.
Used in Chemical Synthesis:
In the field of chemical synthesis, 3-Chlorothiophene-2-carboxylic acid serves as a building block for creating a range of other organic compounds. Its unique structure allows for further functionalization and modification, making it a valuable component in the development of new molecules with specific properties and applications.
Used in Research and Development:
3-Chlorothiophene-2-carboxylic acid is also utilized in research and development settings, where it can be employed to study the effects of structural modifications on the properties and reactivity of thiophene-based compounds. This can lead to the discovery of new compounds with improved or novel characteristics for various applications.

InChI:InChI=1/C5H3ClO2S/c6-3-1-2-9-4(3)5(7)8/h1-2H,(H,7,8)/p-1

Upstream product

• 67482-48-8 3-chlorothiophene-2-carboxaldehyde 
• 89581-82-8 2-acetyl-3-chlorothiophene 
• 17249-79-5 2,3-Dichlorothiophene 
• 88105-17-3 3-chlorothiophene-2-carboxylic acid methyl ester 
• 22288-78-4 Methyl 3-aminothiophene-2-carboxylate 
• 5118-06-9 methyl 3-hydroxy-2-thiophenecarboxylate 
• 7440-44-0 pyrographite 
• 17249-80-8 3-chlorothiophene 
• 124-38-9 carbon dioxide 
• 4648-54-8 trimethylsilylazide 
• 86427-02-3 3-chlorothiophene-2-carbonyl chloride 

Downstream Products

• 88105-17-3 3-chlorothiophene-2-carboxylic acid methyl ester 
• 59804-36-3 4-hydroxy-2-methyl-N-phenyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide 
• 59804-37-4 tenoxicam 
• 59804-41-0 4-hydroxy-N-(3-methylphenyl)-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide 
• 59804-40-9 4-hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ⁶-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 4-hydroxy-anilide 
• 59804-42-1 N-(3-chlorophenyl)-4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide 
• 59337-92-7 2-(carbomethoxy)thiophene-3-sulfonyl chloride 
• 98827-44-2 methyl 4-hydroxy-2H-thieno<2,3-e>-1,2-thiazine-3-carboxylate 1,1-dioxide 
• 106820-63-7 methyl 3-<<<(methoxcarbonyl)methyl>amino>sulfonyl>-2-thiophenecarboxylate 
• 106820-61-5 methyl 4-hydroxy-2-<(4-methoxyphenyl)methyl>-2H-thieno<2,3-e>-1,2-thiazine-3-carboxylate 1,1-dioxide 
• 106820-69-3 4-Hydroxy-2-(4-methoxy-benzyl)-1,1-dioxo-1,2-dihydro-1λ⁶-thieno[2,3-e][1,2]thiazine-3-carboxylic acid pyridin-2-ylamide 
• 59804-25-0 4-hydroxy-3-methoxycarbonyl-2-methyl-2H-thieno[2,3-e]-1,2-thiazine,1,1-dioxide 
• 89581-82-8 2-acetyl-3-chlorothiophene 
• 1451143-77-3 5,6-dihydro-5-(4-chlorophenyl)-7H-thieno[3,2-b]thiopyran-4-one 

Relevant academic research and scientific papers

Tetrazolones as a Carboxylic Acid Bioisosteres

The present disclosure provides compounds that include a tetrazolone derivative of a carboxyl group of an active agent. This disclosure also relates to pharmaceutical compositions that include these compounds, methods of using these compounds in the treatment of various diseases and disorders, and processes for preparing these compounds.

A one-pot synthesis of tetrazolones from acid chlorides: Understanding functional group compatibility, and application to the late-stage functionalization of marketed drugs

A one-pot and scalable synthesis of tetrazolones (tetrazol-5-ones) from acid chlorides using azidotrimethylsilane is presented. The reaction tolerates many functional groups and can furnish aryl-, heteroaryl-, alkenyl-, or alkyl-substituted tetrazolone products in moderate to excellent yield (14-94%). No reduction in yield was observed when the reaction was undertaken on a larger-scale (20-36 g). The method could be used for the late-stage functionalization of pharmaceuticals, to provide tetrazolone congeners of the marketed drugs aspirin, indomethacin, probenecid, telmisartan, bexarotene, niacin (vitamin B3), and the active metabolite of the recently-launched immuno-modulatory agent, BG-12 (Tecfidera). The ability of a tetrazolone group to serve as a bioisostere of a carboxylic acid, and to improve drug pharmacokinetic profiles is also highlighted.

Development of Glucose Regulated Protein 94-Selective Inhibitors Based on the BnIm and Radamide Scaffold

Glucose regulated protein 94 (Grp94) is the endoplasmic reticulum resident of the heat shock protein 90 kDa (Hsp90) family of molecular chaperones. Grp94 associates with many proteins involved in cell adhesion and signaling, including integrins, Toll-like receptors, immunoglobulins, and mutant myocilin. Grp94 has been implicated as a target for several therapeutic areas including glaucoma, cancer metastasis, and multiple myeloma. While 85% identical to other Hsp90 isoforms, the N-terminal ATP-binding site of Grp94 possesses a unique hydrophobic pocket that was used to design isoform-selective inhibitors. Incorporation of a cis-amide bioisostere into the radamide scaffold led to development of the original Grp94-selective inhibitor, BnIm. Structure-activity relationship studies have now been performed on the aryl side chain of BnIm, which resulted in improved analogues that exhibit better potency and selectivity for Grp94. These analogues also manifest superior antimigratory activity in a metastasis model as well as enhanced mutant myocilin degradation in a glaucoma model compared to BnIm.

2-spiro-substituted iminothiazines and their mono-and dioxides as bace inhibitors, compositions and their use

In its many embodiments, the present invention provides certain iminothiazine dioxide compounds, including compounds Formula (I): and tautomers and stereoisomers thereof, and pharmaceutically acceptable salts of said compounds, said tautomeros and said stereoisomers, wherein each of the variables shown in the formula are as defined herein. The novel compounds of the invention are useful as BACE inhibitors and/or for the treatment and prevention of various pathologies related thereto. Pharmaceutical compositions comprising one or more such compounds (alone and in combination with one or more other active agents), and methods for their preparation and use, including Alzheimer's disease, are also disclosed.

2-SPIRO-SUBSTITUTED IMINOTHIAZINES AND THEIR MONO-AND DIOXIDES AS BACE INHIBITORS, COMPOSITIONS AND THEIR USE

In its many embodiments, the present invention provides provides certain iminothiazine dioxide compounds, including compounds Formula (I): and tautomers and stereoisomers thereof, and pharmaceutically acceptable salts of said compounds, said tautomeros and said stereoisomers, wherein each of the variables shown in the formula are as defined herein. The novel compounds of the invention are useful as BACE inhibitors and/or for the treatment and prevention of various pathologies related thereto. Pharmaceutical compositions comprising one or more such compounds (alone and in combination with one or more other active agents), and methods for their preparation and use, including Alzheimer's disease, are also disclosed

5-SUBSTITUTED IMINOTHIAZINES AND THEIR MONO-AND DIOXIDES AS BACE INHIBITORS,COMPOSITIONS,AND THEIR USE

The present invention discloses certain iminothiazine compounds and mono- and dioxides thereof, including compounds Formula (I): and tautomers and stereoisomers thereof, and pharmaceutically acceptable salts of said compounds, said tautomers and said ster

Tri- and tetracyclic heteroaromatic systems: Synthesis of novel benzo-, benzothieno- and thienofused pyrano[2,3-c]pyrazol-4(1H)-ones

A straightforward, two-step synthesis of chromeno[2,3-c]pyrazol-4(1H)-ones, thieno[2′,3′:5,6]pyrano[2,3-c]pyrazol-4(1H)-ones, and [1]benzo-thieno[2′,3′:5,6]pyrano[2,3-c]pyrazol-4(1H)-ones, respectively, is presented. Hence, treatment of 1-substituted or 1

THE BEHAVIOUR OF VICINAL ALKYL AMINOTHIOPHENECARBOXYLATES IN THE SANDMEYER AND SCHIEMANN REACTIONS

The diazotization of vicinal alkyl aminothiophenecarboxylates has been studied. 3-Amino compounds gave clear diazonium salts which yielded the expected halo derivatives in the Sandmeyer and Schiemann conditions.However, 2-amino compounds yielded self-coupling products.

Thienothiazines

The present invention relates to compounds of the formula STR1 wherein A together with the two carbon atoms to which it is attached forms the group STR2 AND THE BROKEN LINE REPRESENTS THE DOUBLE BOND IN GROUP (A); R1 represents a lower alkyl group; R2 represents the residue of an aromatic heterocyclic ring containing from 1 to 4 hetero atoms, which may be substituted by one or two lower alkyl groups, or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy and R3 and R4 each represent a hydrogen atom or a lower alkyl group. Also provided are methods for their preparation. The thienothiazine derivatives provided by this invention have anti-flammatory, analgesic and antirheumatic activity.