57508-48-2

Basic information

• Product Name: 3-Amino-3-iminopropanoic acid ethyl ester hydrochloride
• Synonyms: ETHYL AMIDINOACETATE HCL;CARBAMIMIDOYL-ACETIC ACID ETHYL ESTER HYDROCHLORIDE;3-AMINO-3-IMINO-PROPANOIC ACID, ETHYL ESTER HCL;3-AMINO-3-IMINOPROPIONIC ACID ETHYL ESTER HYDROCHLORIDE;Ethyl 2-Amidinoacetate Hydrochloride;3-Amino-3-iminopropanoic acid ethyl ester hydrochloride;Ethyl amidinoacetate hydrochloride;Ethyl3-amino-3-iminopropanoate hydrochloride
• CAS NO: 57508-48-2
• Molecular Formula: C₅H₁₀N₂O₂*ClH
• Molecular Weight: 166.61
• Product Categories: Acids and Derivatives;Boron, Nitrile, Thio,& TM-Cpds;pharmacetical
• Mol File: 57508-48-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 105-108℃
• Boiling Point: 237.9 °C at 760 mmHg
• Flash Point: 97.7 °C
• Appearance: /Solid
• Vapor Pressure: 0.386mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 3-Amino-3-iminopropanoic acid ethyl ester hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Amino-3-iminopropanoic acid ethyl ester hydrochloride(57508-48-2)
• EPA Substance Registry System: 3-Amino-3-iminopropanoic acid ethyl ester hydrochloride(57508-48-2)

Safety Data

• Hazardous Substances Data: 57508-48-2(Hazardous Substances Data)

Usage

Uses

It is used as a pharmaceutical intermediate.

InChI:InChI=1/C5H10N2O2/c1-2-9-5(8)3-4(6)7/h2-3H2,1H3,(H3,6,7)/p+1

Upstream product

• 67-56-1 methanol 
• 50551-10-5 ethyl amidinoacetate 
• 105-56-6 ethyl 2-cyanoacetate 
• 2318-25-4 ethyl 3-ethoxy-3-iminopropanoate hydrochloride 
• 27317-59-5 Ethyl 3-ethoxy-3-iminopropionate 

Downstream Products

• 111222-43-6 2-Amino-3-ethoxycarbonyl-4-methyl-5-phenylpyrrole 
• 173458-92-9 2-amino-3-carboxethyl-5-(4-methoxyphenyl)-pyrrole 
• 173458-96-3 2-amino-3-ethoxycarbonyl-5-(2-methoxy-phenyl)-1H-pyrrole 
• 173458-95-2 2-amino-3-ethoxycarbonyl-5-(3-methoxy-phenyl)-1H-pyrrole 
• 187724-91-0 ethyl 2-amino-5-(4-(ethoxycarbonyl)phenyl)-1H-pyrrole-3-carboxylate 
• 88284-41-7 5-Decyl 3-ethyl 2-amino-1,4-dihydro-6-methyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate 
• 417721-39-2 2-amino-5-[4-(phenylmethoxy)phenyl]-1H-pyrrole-3-carboxylic acid ethyl ester 
• 132260-01-6 ethyl 2-(5-phenylmethoxypyrimidin-2-yl)acetate 
• 132260-02-7 ethyl 2-amino-5-benzyloxypyridine-3-carboxylate 
• 1114830-12-4 ethyl 2-acetamido-5-benzyloxypyridine-3-carboxylate 
• 1181313-55-2 ethyl 2-amino-5-(4-fluorophenyl)-1H-pyrrole-3-carboxylate 
• 39632-83-2 diethyl 2-amino-6-phenylpyridine-3,4-dicarboxylate 
• 65169-64-4 2-amino-6-methylisonicotinic acid 
• 873192-77-9 2-amino-5-(4-methylphenyl)-1H-pyrrole-3-carboxylic acid ethyl ester 

Relevant articles and documents

Microwave-Assisted Bohlmann-Rahtz Synthesis of Highly Substituted 2-Aminonicotinates

Microwave irradiation of 2-carbethoxyacetamidine and an ethynyl ketone under acidic or basic conditions in ethanol at 150 °C for 1.5 hours facilitated Bohlmann-Rahtz pyridine synthesis to give highly substituted ethyl 2-aminonicotinates with total regiocontrol and in reasonable to excellent yield, following purification by immobilization upon an acidic resin.

Synthesis and in vitro EGFR (ErbB1) tyrosine kinase inhibitory activity of 4-N-substituted 6-aryl-7H-pyrrolo[2,3-d]pyrimidine-4-amines

A series of 4-N-substituted 6-aryl-7H-pyrrolo[2,3-d]pyrimidine-4-amines have been synthesised, characterised and tested for their in vitro EGFR (ErbB1) tyrosine kinase inhibitory activity. The compounds were prepared from ethyl cyanoacetate and α-bromoacetophenones via the 2-amino-3-ethoxycarbonyl-5- aryl-pyrroles and 4-chloro-6-arylpyrrolopyrimidines. Aromatic substitution with benzylic amines was performed by conventional thermal substitution, and palladium catalysed coupling. The two methods resulted in similar yields, but the palladium coupling had the benefit of lower chemical consumption and reduced reaction times. Eight of the new compounds had IC50 values in the range of 2.8-9.0 nM. Four of these have a fluorine atom positioned at sites otherwise potentially susceptible to oxidative metabolism. Structural variation of the 6-aryl group indicated that the inhibitory action was only moderately sensitive to modifications in this fragment. However, the potency depended strongly on the structure of the aromatic part of the 4-amino group, and any aromatic substitution except fluorine reduced the in vitro activity. The cellular EGFR internalization response of selected compounds was evaluated using HeLa cells. Three fluorinated derivatives had a pronounced effect in inhibiting EGFR internalization.

FUSED BICYCLIC PYRIMIDINES AS PTK INHIBITORS CONTAINING A ZINC BINDING MOIETY

The present invention relates to fused bicyclic pyrimidine containing zinc- binding moiety based derivatives that have unique properties as protein tyrosine kinase (PTK) inhibitors and their use in the treatment of PTK related diseases and disorders such as cancer. The said derivatives may further act as HDAC inhibitors.