101537-64-8

Basic information

• Product Name: BOC-3-AMINO-THIOPHENE-2-CARBOXYLIC ACID
• Synonyms: 3-TERT-BUTOXYCARBONYLAMINO-THIOPHENE-2-CARBOXYLIC ACID;3-N-BOC-AMINO-THIOPHENE-2-CARBOXYLIC ACID;BOC-3-AMINO-THIOPHENE-2-CARBOXYLIC ACID;Boc-3-aminothiophene-2-carboxylate sodium;2-thiophenecarboxylic acid, 3-[[(1,1-dimethylethoxy)carbon;methyl 3-[(tert-butoxycarbonyl)amino]thiophene-2-carboxylate;3-[(tert-butoxycarbonyl)amino]-2-thiophenecarboxylic acid(SALTDATA: 0.05NaCl);3-(tert-butoxycarbonyl)thiophene-2-carboxylic acid
• CAS NO: 101537-64-8
• Molecular Formula: C₁₀H₁₃NO₄S
• Molecular Weight: 243.28
• Mol File: 101537-64-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 168°C
• Boiling Point: 334.2 °C at 760 mmHg
• Flash Point: 155.9 °C
• Appearance: /
• Density: 1.348±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 5.14E-05mmHg at 25°C
• Refractive Index: 1.596
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• Solubility: DMSO (Slightly), Ethyl Acetate (Slightly)
• PKA: 3.58±0.10(Predicted)
• CAS DataBase Reference: BOC-3-AMINO-THIOPHENE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-3-AMINO-THIOPHENE-2-CARBOXYLIC ACID(101537-64-8)
• EPA Substance Registry System: BOC-3-AMINO-THIOPHENE-2-CARBOXYLIC ACID(101537-64-8)

Safety Data

• Statements: 43
• Safety Statements: 22-24/25-36/37
• HazardClass: IRRITANT
• Hazardous Substances Data: 101537-64-8(Hazardous Substances Data)

Usage

General Description

BOC-3-amino-thiophene-2-carboxylic acid is a chemical compound with the molecular formula C10H13NO4S. It is widely used in organic synthesis as a building block for the production of various pharmaceuticals and agrochemicals. BOC-3-AMINO-THIOPHENE-2-CARBOXYLIC ACID is known for its versatility in medicinal chemistry and is often used as a precursor in the synthesis of heterocyclic compounds. BOC-3-amino-thiophene-2-carboxylic acid is also used in the development of novel drugs and materials due to its unique properties and reactivity. It is an important intermediate in the production of various compounds and plays a significant role in the pharmaceutical industry.

InChI:InChI=1/C10H13NO4S/c1-10(2,3)15-9(14)11-6-4-5-16-7(6)8(12)13/h4-5H,1-3H3,(H,11,14)(H,12,13)

Upstream product

• 149587-72-4 3-(tert-butoxycarboxamido)thiophen-2-formic acid methyl ester 
• 22288-78-4 Methyl 3-aminothiophene-2-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 453560-99-1 {3-[(tert-butoxy)-carbonylamino] (2-thienyl)}-N-(4-chlorophenyl)-carboxamide 
• 1029280-44-1 tert-butyl {2-[(3-methylphenyl)carbamoyl]-3-thienyl}carbamate 
• 1029280-37-2 tert-butyl {2-[(2-methylphenyl)carbamoyl]-3-thienyl}carbamate 
• 1029280-25-8 (2-phenylcarbamoylthiophen-3-yl)carbamic acid tert-butyl ester 
• 1029280-61-2 tert-butyl {2-[(3-methoxyphenyl)carbamoyl]-3-thienyl}carbamate 
• 1029280-50-9 tert-butyl {2-[(4-methylphenyl)carbamoyl]-3-thienyl}carbamate 
• 1029280-55-4 tert-butyl {2-[(3,5-difluorophenyl)carbamoyl]-3-thienyl}carbamate 
• 1208328-34-0 C₁₇H₁₇F₃N₂O₃S 

Relevant articles and documents

Shape selective recognition of T·A base pairs by hairpin polyamides containing N-terminal 3-methoxy (and 3-Chloro) thiophene residues

Hairpin polyamides selectively recognize predetermined DNA sequences with affinities comparable to naturally occurring proteins. Internal side-by-side pairs of unsymmetrical aromatic rings within the minor groove of DNA distinguish each of the four Watson-Crick base pairs. In contrast, N-terminal ring pairs exhibit less specificity, with the exception of Im/Py targeting G·C base pairs. In an effort to explore the sequence specificity of new ring pairs, a series of hairpin polyamides containing 3-substituted-thiophene-2-carboxamide residues at the N-terminus was synthesized. An N-terminal 3-methoxy (or 3-chloro) thiophene residue paired opposite Py displayed 6- (and 3-) fold selectivity for T·A relative to A·T base pair, while disfavoring G,C base pairs by >200-fold. Our data suggests shape selective recognition with projection of the 3-thiophene substituent (methoxy or chloro) to the floor of the minor groove.

DNA-BINDING POLYMERS

Methods and compositions are provided for forming complexes between dsDNA and novel DNA-binding polymers comprising N-terminal thiophene-containing moieties which exhibit selectivity for T-A base pairs. By appropriate choice of target sequences and DNA-binding polymers, complexes comprising polymer-DNA are obtained with high association constants. The formation of complexes can be used for identification of specific dsDNA sequences, for inhibiting gene transcription, and as a therapeutic for inhibiting proliferation of undesired cells or modulation of expression of specific genes.

2-AMINOTHIOPHENECARBOXAMIDES USEFUL AS CANCER CHEMOTHERAPEUTIC AGENTS

This invention relates to novel 2-aminothiophenecarboxamide compounds, pharmaceutical compositions containing such compounds, and the use of those compounds or compositions as cancer chemotherapeutic agents.