1036847-90-1

Basic information

• Product Name: 4-((2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)-N-(prop-2-yn-1-yl)cyclohexanecarboxamide
• Synonyms: 4-((2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)-N-(prop-2-yn-1-yl)cyclohexanecarboxamide;4-(N-maleimidomethyl)-N-(2-propynyl)cyclohexane-1-carboxamide;EMCC
• CAS NO: 1036847-90-1
• Molecular Formula: C₁₅H₁₈N₂O₃
• Molecular Weight: 274.31502
• Mol File: 1036847-90-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 500.5±33.0 °C(Predicted)
• Appearance: /
• Density: 1.230±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 14.41±0.40(Predicted)
• CAS DataBase Reference: 4-((2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)-N-(prop-2-yn-1-yl)cyclohexanecarboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-((2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)-N-(prop-2-yn-1-yl)cyclohexanecarboxamide(1036847-90-1)
• EPA Substance Registry System: 4-((2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)-N-(prop-2-yn-1-yl)cyclohexanecarboxamide(1036847-90-1)

Safety Data

• Hazardous Substances Data: 1036847-90-1(Hazardous Substances Data)

Upstream product

• 64987-85-5 4-(N-maleimidomethyl)cyclohexane-1-carboxylic acid N-succinimidyl ester 
• 2450-71-7 Propargylamine 

Downstream Products

• 1036969-18-2 O-{2-[(1,2,3-triazolyl)-4-[4-(N-maleimidomethyl)cyclohexane-1-carboxamidomethyl]]ethyl}-O'-[(N-diglycolyl-2-aminoethyl)-Gly-20-O-SN-38]heptaethyleneglycol 
• 1084888-81-2 O-{2-[(1,2,3-triazolyl)-4-[4-(N-maleimidomethyl)cyclohexane-1-carboxamidomethyl]]ethyl}-O'-[(N-diglycolyl-2-aminoethyl)-Phe-Lys(MMT)-PAB-OCO-20-O-SN-38-10-O-tert-butoxycarbonyl]heptaethyleneglycol 
• 1084888-82-3 O-{2-[(1,2,3-triazolyl)-4-[4-(N-maleimidomethyl)cyclohexane-1-carboxamidomethyl]]ethyl}-O'-[(N-diglycolyl-2-aminoethyl)-Phe-Lys(MMT)-PAB-OCO-20-O-SN-38]heptaethyleneglycol 
• 1036974-00-1 C₁₀₅H₁₂₆N₁₂O₂₆ 
• 1084888-85-6 C₁₀₄H₁₂₅N₁₃O₂₅ 
• 1084888-86-7 O-{2-[(1,2,3-triazolyl)-4-(4-(N-maleimidomethyl)cyclohexane-1-carboxamidomethyl)]ethyl}-O'-[(N-diglycolyl-2-aminoethyl)-PAB-OCO-20-O-SN-38-10-O-tert-butoxycarbonyl]heptaethyleneglycol 
• 1084888-87-8 C₅₉H₇₇N₇O₁₉ 

Relevant articles and documents

Antibody conjugates of 7-ethyl-10-hydroxycamptothecin (SN-38) for targeted cancer chemotherapy

CPT-11 is a clinically used cancer drug, and it is a prodrug of the potent topoisomerase I inhibitor, SN-38 (7-ethyl-10-hydroxycamptothecin). To bypass the need for the in vivo conversion of CPT-11 and increase the therapeutic index, bifunctional derivatives of SN-38 were prepared for use in antibody-based targeted therapy of cancer. The general synthetic scheme incorporated an acetylene-azide click cycloaddition step in the design, a short polyethylene glycol spacer for aqueous solubility, and a maleimide group for conjugation. Conjugates of a humanized anti-CEACAM5 monoclonal antibody, hMN-14, prepared using these SN-38 derivatives were evaluated in vitro for stability in buffer and human serum and for antigen-binding and cytotoxicity in a human colon adenocarcinoma cell line. Conjugates of hMN-14 and SN-38 derivatives 16 and 17 were found promising for further development.