1428305-97-8

Basic information

• Product Name: C₂₃H₂₇N₅O₅
• Synonyms: C₂₃H₂₇N₅O₅
• CAS NO: 1428305-97-8
• Molecular Weight: 453.498
• Mol File: 1428305-97-8.mol

Chemical Properties

• CAS DataBase Reference: C₂₃H₂₇N₅O₅(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₃H₂₇N₅O₅(1428305-97-8)
• EPA Substance Registry System: C₂₃H₂₇N₅O₅(1428305-97-8)

Safety Data

• Hazardous Substances Data: 1428305-97-8(Hazardous Substances Data)

Upstream product

• 21898-65-7 1-methyl-2-trichloroacetyl-1H-pyrrole 
• 184643-69-4 1-(4-bromo-1-methyl-1H-pyrrol-2-yl)-2,2,2-trichloroethan-1-one 
• 96-54-8 N-Methylpyrrole 
• 1196-90-3 4-bromo-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester 
• 864076-02-8 methyl 4-(4-((tert-butoxycarbonyl)amino)phenyl)-1-methyl-1H-pyrrole-2-carboxylate 
• 864076-03-9 4-(4-((tert-butoxycarbonyl)amino)phenyl)-1-methyl-1H-pyrrole-2-carboxylic acid 
• 162085-97-4 methyl 4-amino-1-methyl-1H-imidazole-2-carboxylate 

Downstream Products

• 1428305-99-0 methyl 4-(4-(4-aminophenyl)-1-methyl-1H-pyrrole-2-carboxamido)-1-methyl-1H-imidazole-2-carboxylate 
• 1428306-01-7 C₂₂H₂₅N₅O₅ 
• 1428306-03-9 C₂₉H₃₃N₇O₆ 
• 1428306-05-1 methyl 4-[[4-[[4-(4-aminophenyl)-1-methyl-pyrrole-2-carbonyl]amino]-1-methyl-imidazole-2-carbonyl]amino]-1-methyl-pyrrole-2-carboxylate 

Relevant articles and documents

GC-Targeted C8-linked pyrrolobenzodiazepine-biaryl conjugates with femtomolar in vitro cytotoxicity and in vivo antitumor activity in mouse models

DNA binding 4-(1-methyl-1H-pyrrol-3-yl)benzenamine (MPB) building blocks have been developed that span two DNA base pairs with a strong preference for GC-rich DNA. They have been conjugated to a pyrrolo[2,1-c][1,4]benzodiazepine (PBD) molecule to produce

PYRROLOBENZODIAZEPINES

A compound of formula (I) or a salt or solvate thereof, wherein the dotted double bond indicates the presence of a single or double bond between C2 and C3; R2 is selected from -H, -OH, =O, =CH2, -CN, -R, OR, halo, dihalo, =CHR, =CHRR', -O- SO2-R, CO2R and COR; R7 is selected from H, R, OH, OR, SH, SR, NH2, NHR, NRR', nitro, Me3Sn and halo; where R and R' are independently selected from optionally substituted C1-7 alkyl, C3-20 heterocyclyl and C5-20 aryl groups; R10 and R11 either together form a double bond, or are selected from H and QRQ respectively, where Q is selected from O, S and NH and RQ is H or C1-7 alkyl or H and SOxM, where x is 2 or 3, and M is a monovalent pharmaceutically acceptable cation; A is selected from (A1), (A2), (A3), (A4) or (A5) where X1 and Y1 are selected from: CH and NH; CH and NMe; N and NMe; CH and S; N and S; N and O; and CH and O, respectively; X2 and Y2 are selected from: CH and NH; CH and NMe; N and NMe; CH and S; N and S; N and O; and CH and O, respectively; Z1 is selected from O and S; Z2 is selected from CH and N; F is selected from a single bond and –(E-F1)m-; each E is independently selected from a single bond, and –C(=O)-NH-; each F1 is independently a C3-20 heteroarylene group; m is 1, 2 or 3; G is selected from hydrogen, C1-4alkyl, -C(=O)-O-C1-4alkyl, -(CH2)n-C3-20 heterocycloalkyl, and –O-(CH2)n-C3-20 heterocycloalkyl group; each n is 0-4; provided that A2 is not A2', where X1 and Y1 of A2' are selected from: CH and NMe; COH and NMe; CH and S; N and NMe; N and S, respectively; and provided that A3 is not A3', where X2 and Y2 of A3' are selected from: CH and NMe; COH and NMe; CH and S; N and NMe; N and S, respectively; B is either a single bond or (B1), where X and Y of B1 are selected from: CH and NMe; COH and NMe; CH and S; N and NMe; N and S, respectively; and R1 is C1-4 alkyl.

PYRROLOBENZODIAZEPINES

Pyrrolobenzodiazepine (PBDs) having a (1-methyl-1H-pyrrol-3- yl)phenyl based amino residue were found to be highly effective compounds having improved cytotoxicity ad DNA binding properties.