54610-70-7

Basic information

• Product Name: 2-AMIDINOTHIOPHENE HYDROCHLORIDE
• Synonyms: 2-THIOPHENECARBOXAMIDINE HCL;2-AMIDINOTHIOPHENE HYDROCHLORIDE;BUTTPARK 43\57-19;THIOPHENE-2-CARBOXIMIDAMIDE HYDROCHLORIDE;thiophene-2-carboximidamideHCl;Thiophene-2-Carboximidamide;Thiophene-2-carboximidamide hydrochloride, 95+%;2-AMIDINOTHIOPHENEYDROCHLORIDE, 95+%
• CAS NO: 54610-70-7
• Molecular Formula: C₅H₆N₂S*ClH
• Molecular Weight: 162.64
• Product Categories: pharmacetical;Thiophenes & Benzothiophenes;Thiophenes & Benzothiophenes
• Mol File: 54610-70-7.mol

Chemical Properties

• Melting Point: 172-175°C
• Boiling Point: 220.8°C at 760 mmHg
• Flash Point: 87.3°C
• Appearance: /
• Vapor Pressure: 0.111mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 2-AMIDINOTHIOPHENE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMIDINOTHIOPHENE HYDROCHLORIDE(54610-70-7)
• EPA Substance Registry System: 2-AMIDINOTHIOPHENE HYDROCHLORIDE(54610-70-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-41
• Safety Statements: 26-36/37/39-39
• HazardClass: IRRITANT
• Hazardous Substances Data: 54610-70-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Development:
2-AMIDINOTHIOPHENE HYDROCHLORIDE is used as a potential drug candidate for its antiviral and antiproteinase activity, offering therapeutic benefits in the treatment of various diseases.
Used in Organic Synthesis:
In the field of organic synthesis, 2-AMIDINOTHIOPHENE HYDROCHLORIDE is used as a reagent, particularly for the preparation of heterocyclic compounds, contributing to the development of novel chemical entities.
Used in Respiratory Disease Treatment:
2-AMIDINOTHIOPHENE HYDROCHLORIDE is used as a potential therapeutic agent in treating respiratory diseases such as asthma and chronic obstructive pulmonary disease (COPD), due to its potential effects on respiratory conditions.
Used in Research Applications:
In research settings, 2-AMIDINOTHIOPHENE HYDROCHLORIDE is utilized for its antiviral and antiproteinase properties, aiding in the study and understanding of disease mechanisms and the development of new treatment strategies.

InChI:InChI=1/C5H6N2S.ClH/c6-5(7)4-2-1-3-8-4;/h1-3H,(H3,6,7);1H

Upstream product

• 54610-49-0 methyl thiophene-2-carbimidate hydrochloride 
• 1003-31-2 thiophene-2-carbonitrile 
• 53370-51-7 N'-hydroxythiophene-2-carboximidamide 

Downstream Products

• 330844-64-9 1-(imino-thiophen-2-yl-methyl)-3-phenyl-thiourea 
• 942265-20-5 5-(2-amino-5-chlorophenyl)-3-(2-thienyl)-1H-1,2,4-triazole 
• 262614-07-3 N-(4-methoxyphenyl)thiophene-2-carboximidamide 
• 1334238-52-6 4-(azulen-1-yl)-6-phenyl-2-(thiophen-2-yl)pyrimidine 
• 848949-46-2 C₂₅H₂₁N₃O₃S 
• 301846-31-1 Ethyl 5-amino-4-(3-methoxyphenyl)-2-(2-thienyl)-thieno[2,3-d]pyrimidine-6-carboxylate 
• 952579-98-5 5-diethoxymethyl-2-thiophen-2-ylpyrimidine 
• 848949-62-2 4-(2-Azido-ethyl)-5-(4-methoxy-phenyl)-2-thiophen-2-yl-1H-imidazole 

Relevant articles and documents

Silver-catalyzed [3+2+1] annulation of aryl amidines with benzyl isocyanide

A silver-catalyzed [3+2+1] annulation of amidines with benzyl isocyanide toward 2,4-diaryl-1,3,5-triazines was developed. A variety of symmetrical and unsymmetrical products were obtained in moderate to good yields. This work also features an oxidant-free approach to 2,4-disubstituted triazines.

Imidazole-based pinanamine derivatives: Discovery of dual inhibitors of the wild-type and drug-resistant mutant of the influenza A virus

We previously reported potent hit compound 4 inhibiting the wild-type influenza A virus A/HK/68 (H3N2) and A/M2-S31N mutant viruses A/WS/33 (H1N1), with its latter activity quite weak. To further increase its potency, a structure-activity relationship study of a series of imidazole-linked pinanamine derivatives was conducted by modifying the imidazole ring of this compound. Several compounds of this series inhibited the amantadine-sensitive virus at low micromolar concentrations. Among them, 33 was the most potent compound, which was identified as being active on an amantadine-sensitive virus through blocking of the viral M2 ion channel. Furthermore, 33 markedly inhibited the amantadine-resistant virus (IC50 = 3.4 μM) and its activity increased by almost 24-fold compared to initial compound, with its action mechanism being not M2 channel mediated.

HETEROCYCLIC COMPOUND

The problem of the present invention is to provide a compound having a PDE2A inhibitory action, and useful as a prophylactic or therapeutic drug for schizophrenia, Alzheimer's disease and the like. The present invention relates to a compound represented by the formula (I): wherein each symbol is as described in the DESCRIPTION, or a salt thereof.

Preparation of amidines from amidoximes via transfer hydrogenation

Amidoximes are reduced into amidine using triethyl silane and PdCl 2 in acetic acid. Copyright

Synthesis and SAR of 6-chloro-4-fluoroalkylamino-2-heteroaryl-5-(substituted)phenylpyrimidines as anti-cancer agents

The synthesis and SAR of a series of 6-chloro-4-fluoroalkylamino-2-heteroaryl-5-(substituted)phenylpyrimidines as anti-cancer agents are described. This series of 2-heteroarylpyrimidines was developed by modifying a series of anti-tumor [1,2,4]triazolo[1,5-a]pyrimidines and 2-cyanoaminopyrimidines we reported earlier. For the 2-heteroaryl group, the best activity is obtained when the heteroaryl group has a nitrogen atom at the ortho-position to the pyrimidyl core. The structure-activity relationship for the rest of the molecule in this 2-heteroarylpyrimidine series mimics that of the [1,2,4]triazolo[1,5-a]pyrimidine series. Like triazolopyrimidines and 2-cyanoaminopyrimidines, the 2-heteroarylpyrimidines retain the capability to overcome multidrug resistance due to Pgp. Mechanism of action studies showed that the lead compounds behaved in the same manner as triazolopyrimidines and 2-cyanoaminopyrimidines. The lead compounds in this series are more potent than the corresponding triazolopyrimidines in vitro and in vivo. Compound 21 (PTI-868) showed tumor growth inhibition in several nude mouse xenograft models, and was selected to advance to preclinical development.

Synthesis and evaluation of adenosine antagonist activity of a series of [1,2,4]triazolo[1,5-c]quinazolines

A series of [1,2,4]triazolo[1,5-c]quinazolines were prepared in satisfactory yields by reaction of some derivatives of 2-aminobenzohydrazide with several hydrochlorides of aromatic amidines, and their binding affinities for the recombinant human adenosine A2A and A2B receptors were determined. None of the new compounds showed noteworthy affinity for these receptors, though a very high affinity for the A2A receptor and, consequently, a high level of A2A/A2B selectivity was revealed for one of the synthesized compounds.

2, 6 BISHETEROARYL-4-AMINOPYRIMIDINES AS ADENOSINE RECEPTOR ANTAGONISTS

4-Aminopyrimidine derivatives of formula (I) FORMULA heteroaryl groups, including pharmaceutically acceptable salts thereof, wherein R1 and R2 are adenosine A2A receptor antagonists useful in the treatment of movement disorders such as Parkinson's disease.