850074-43-0

Basic information

• Product Name: 2-ethoxycarbonylbenzothiophene-6-carboxylic acid
• Synonyms: 2-(ethoxycarbonyl)-1-benzothiophene-6-carboxylic acid
• CAS NO: 850074-43-0
• Molecular Formula: C₁₂H₁₀O₄S
• Molecular Weight: 250.27
• Mol File: 850074-43-0.mol

Chemical Properties

• Boiling Point: 443.3°C at 760 mmHg
• Flash Point: 221.9°C
• Density: 1.39g/cm³
• Vapor Pressure: 1.22E-08mmHg at 25°C
• Refractive Index: 1.652
• CAS DataBase Reference: 2-ethoxycarbonylbenzothiophene-6-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ethoxycarbonylbenzothiophene-6-carboxylic acid(850074-43-0)
• EPA Substance Registry System: 2-ethoxycarbonylbenzothiophene-6-carboxylic acid(850074-43-0)

Safety Data

• Hazardous Substances Data: 850074-43-0(Hazardous Substances Data)

Upstream product

• 104447-80-5 (E)-1-(dimethylamino)-2-[4-(methoxycarbonyl)-2-nitrophenyl]ethene 
• 7356-11-8 4-methyl-3-nitro-benzoic acid methyl ester 
• 153813-69-5 methyl 4-formyl-3-nitrobenzoate 
• 850074-42-9 2-ethyl 6-methyl benzo[b]thiophene-2,6-dicarboxylate 

Downstream Products

• 850072-65-0 6-hydroxymethyl-benzo[b]thiophene-2-carboxylic acid ethyl ester 
• 914452-64-5 (S)-tert-butoxycarbonylamino-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-phenyl}-acetic acid cyclopentyl ester 
• 914645-85-5 2-(S)-tert-butoxycarbonylamino-3-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-cyclohexyl}-propionic acid cyclopentyl ester 
• 102636-02-2 6-hydroxymethyl-benzo[b]thiophene-2-carboxylic acid 
• 914645-16-2 (S)-{[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-cyclohexylmethyl]-amino}-phenyl-acetic acid tert-butyl ester 
• 914606-10-3 (S)-2-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-benzylamino]-3-phenyl-propionic acid cyclopentyl ester 
• 914606-40-9 (S)-[tert-butoxycarbonyl-(3-{[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]-thiophen-6-ylmethyl]-amino}-benzyl)-amino]-phenyl-acetic acid cyclopentyl ester 
• 913739-27-2 C₂₅H₂₉N₃O₃S 
• 850074-68-9 6-[(4-methoxy-benzylamino)-methyl]-benzo[b]thiophene-2-carboxylic acid ethyl ester 

Relevant articles and documents

ORTHO AMINOAMIDES FOR THE TREATMENT OF CANCER

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FLUORINATED ARYLAMIDE DERIVATIVES

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BENZOTHIOPHENE DERIVATIVES

The present invention relates to a novel class of benzothiophene amide derivatives. The hydroxamic acid compounds can be used to treat cancer. The benzothiophene amide compounds can also inhibit histone deacetylase and are suitable for use in selectively inducing terminal differentiation, and arresting cell growth and/or apoptosis of neoplastic cells, thereby inhibiting proliferation of such cells. Thus, the compounds of the present invention are useful in treating a patient having a tumor characterized by proliferation of neoplastic cells. The compounds of the invention may also be useful in the prevention and treatment of TRX-mediated diseases, such as autoimmune, allergic and inflammatory diseases, and in the prevention and/or treatment of diseases of the central nervous system (CNS), such as neurodegenerative diseases. The present invention further provides pharmaceutical compositions comprising the hydroxamic acid derivatives and safe dosing regimens of these pharmaceutical compositions, which are easy to follow, and which result in a therapeutically effective amount of the hydroxamic acid derivatives in vivo.

HYDROXAMIC ACID DERVICATIVES AS INHIBITORS OF HDAC ENZYMATIC ACTIVITY

Compounds of formula (I) are inhibitors of histone deacetylase activity, and are useful in the treatment of, for example, cancers: formula (I) wherein Y1 is a bond, -(C=O)-, -S(O2)-, -C(=O)O-, -OC(=O)-, -(C=O)NR3, -NR3(C=O)-, -S(O2)NR3-, -NR3S(O2)-, or -NR3(C=O)NR5-, wherein R3 and R5 are independently hydrogen or optionally substituted (C1-C6)alkyl, L1 is a divalent radical of formula -(Alk1)m(Q)n(Alk2)p- wherein m, n, p, AIk1, AIk2 and Q are as defined in the claims; z is O or 1 ; A represents an optionally substituted mono-, bi- or tri-cyclic carbocyclic or heterocyclic ring system; -[Linker]- represents a divalent linker radical; R is a radical of formula (X) or (Y); wherein R1 is a carboxylic acid group (-COOH), or an ester group which is hydrolysable by one or more intracellular carboxylesterase enzymes to a carboxylic acid group; R4 is hydrogen; or optionally substituted C1-C6 alkyl, C3-C7cycloalkyl, aryl, aryl(C1-C6 alkyl)-, heteroaryl, heteroaryl(C1-C6 alkyl)-, -(C=O)R3, -(C=O)OR3, or -(C=O)NR3 wherein R3 is hydrogen or optionally substituted (C1-C6)alkyl, C3-C7 cycloalkyl, aryl, aryl(C1-C6 alkyl)-, heteroaryl, or heteroary(C1-C6 alkyl)-; R41 is hydrogen or optionally substituted C1-C6 alkyl; and B is a monocyclic heterocyclic ring of 5 or 6 ring atoms wherein R1 is linked to a ring carbon adjacent the ring nitrogen shown, and ring B is optionally fused to a second carbocyclic or heterocyclic ring of 5 or 6 ring atoms in which case the bond shown intersected by a wavy line may be from a ring atom in said second ring.

ENZYME INHIBITORS

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