74618-46-5

Basic information

• Product Name: dimethyl 3-methyl-5,10-dihydropyrrolo[1,2-b]isoquinoline-1,2-dicarboxylate
• Synonyms: Dimethyl 3-methyl-5,10-dihydropyrrolo[1,2-b]isoquinoline-1,2-dicarboxylate; Pyrrolo(1,2-b)isoquinoline-1,2-dicarboxylic acid, 5,10-dihydro-3-methyl-, dimethyl ester; pyrrolo[1,2-b]isoquinoline-1,2-dicarboxylic acid, 5,10-dihydro-3-methyl-, dimethyl ester
• CAS NO: 74618-46-5
• Molecular Formula: C₁₇H₁₇NO₄
• Molecular Weight: 299.3212
• Mol File: 74618-46-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 448.1°C at 760 mmHg
• Flash Point: 224.8°C
• Density: 1.26g/cm³
• Vapor Pressure: 3.2E-08mmHg at 25°C
• Refractive Index: 1.602
• CAS DataBase Reference: dimethyl 3-methyl-5,10-dihydropyrrolo[1,2-b]isoquinoline-1,2-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 3-methyl-5,10-dihydropyrrolo[1,2-b]isoquinoline-1,2-dicarboxylate(74618-46-5)
• EPA Substance Registry System: dimethyl 3-methyl-5,10-dihydropyrrolo[1,2-b]isoquinoline-1,2-dicarboxylate(74618-46-5)

Safety Data

• Hazardous Substances Data: 74618-46-5(Hazardous Substances Data)

Upstream product

• 67123-97-1 (R,S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 
• 108-24-7 acetic anhydride 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 143767-54-8 (R,S)-2-acetyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 
• 75-36-5 acetyl chloride 
• 41994-51-8 1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid ; hydrochloride 

Relevant articles and documents

Novel bifunctional alkylating agents, 5,10-dihydropyrrolo[1,2-b] isoquinoline derivatives, synthesis and biological activity

A series of linear pyrrolo[1,2-b]isoquinoline derivatives was synthesized for antitumor evaluation. The preliminary antitumor studies reveal that both bis(hydroxymethyl) and their bis(alkylcarbamate) derivatives show significant antitumor activity in inhibiting various human tumor cell growth in vitro. 1,2-Bis(hydroxymethyl)-3-methyl-5,10-dihydropyrrolo[1,2-b]isoquinoline (20a) was selected for antitumor studies in animal models. The results show that this agent can induce complete tumor remission or significant suppression in nude mice bearing human breast (MX-1) xenograft and ovarian (SK-OV-3) xenografts, respectively. Alkaline agarose gel shifting assay showed that 20a is able to cross-link with DNA. Studies on the cell cycle inhibition revealed that this agent induces cell arrest at G2/M phase. The results warrant further antitumor investigation against other human tumor growth in animal models.

The Intramolecular 1,3-Dipolar Cyclisation of Mesoionic Species Generated by the Thermolysis of the Mixed Anhydrides of Acetic and N-Alkynoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic Acids

The intramolecular cyclisations of mesoionic intermediates formed by heating N-alkynoyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids C-(CH2)nCO, where n = 3 or 4> with acetic anhydride, have been investigated.The final products are octahydropentalenoisoquinolines and hexahydroindenoisoquinolines, respectively, formed by the expulsion of carbon dioxide from the initial adducts.The behaviour of alkenes and alkynes as dienophiles in intermolecular versions of the cycloaddition reactions have also been studied.Alkynes bearing electron withdrawing groups afford pyrroloisoquinolines, but unless alkenes, such as benzylidenemalonodinitrile are used (where the first formed adduct can eliminate HCN, prior to loss of CO2), the reactions fail.