15944-88-4

Upstream product

• 1141-37-3 4-{bis(2-chloroethyl)amino}benzoic acid 

Downstream Products

• 2045-42-3 4-(Bis-<2-chlor-aethyl>-amino)-benzoesaeure-amid 
• 725-11-1 4-[bis-(2-chloroethyl)amino]benzoic acid hydrazide 
• 179983-39-2 1-methyl-4-[p-bis(2-chloroethyl)aminobenzamido]-imidazole-2-carboxylic acid 
• 177409-16-4 1-methyl-4-<4-bis(2-chloroethyl)aminophenylamido>pyrazole-5-carboxylic acid 
• 191214-22-9 (3-{[4-({4-[(4-{4-[Bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-amino)-1-methyl-1H-pyrrole-2-carbonyl]-amino}-propyl)-carbamic acid tert-butyl ester 
• 294174-60-0 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-indole-2-carboxylic acid ethyl ester 
• 294174-61-1 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-benzofuran-2-carboxylic acid ethyl ester 
• 294174-62-2 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1H-benzoimidazole-2-carboxylic acid ethyl ester 
• 177409-18-6 1-methyl-4-<4-bis(2-chloroethyl)aminophenylamido>pyrrole-2-carboxylic acid 
• 197705-50-3 3-[(N-butoxycarbonyl)-N-(2-butoxycarboxamidoethyl)aminopropyl]-1-methyl-4-(1-methyl-4-{1-methyl-4-[p-N,N-bis-(2-chloroethyl)aminobenzamido]pyrrole-2-carboxamido}pyrrole-2-carboxamido)pyrrole-2-carboxamide 
• 197705-54-7 (4-{[4-({4-[(4-{4-[Bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-amino)-1-methyl-1H-pyrrole-2-carbonyl]-amino}-phenyl)-carbamic acid tert-butyl ester 
• 197705-47-8 (4-{[4-({4-[(4-{4-[Bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-amino)-1-methyl-1H-pyrrole-2-carbonyl]-amino}-butyl)-carbamic acid tert-butyl ester 
• 197705-46-7 (2-{[4-({4-[(4-{4-[Bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-amino)-1-methyl-1H-pyrrole-2-carbonyl]-amino}-ethyl)-carbamic acid tert-butyl ester 
• 118438-45-2 tallimustine 

Relevant academic research and scientific papers

In Vitro Cytotoxicity of GC Sequence Directed Alkylating Agents Related to Distamycin

Imidazole containing analogues 7, 10, and 17 of distamycin wherein the C-terminus contain a dimethylamino moiety have been shown to selectively bind to the minor groove of GC-rich sequences. Accordingly, these agents were employed as vectors for the deliv

Benzimidazole derivatives

Disclosed are compounds represented by the following chemical formula (I) and pharmacologically acceptable salts thereof which are novel compounds useful as anticancer agents, antiviral agents or antimicrobial agents. STR1

Structure-activity relationship of a series of C-terminus modified aminoalkyl, diaminoalkyl- and anilino-containing analogues of the benzoic acid mustard distamycin derivative tallimustine: Synthesis, DNA binding and cytotoxicity studies

As part of our investigations into the design of more cytotoxic analogues of the experimental anticancer drug tallimustine, 1, C-terminus modified aminoalkyl-, 2a-c, diaminoalkyl-, 3, and anilino-containing, 4, derivatives have been synthesized. Compounds 2a-c differ by 2, 3, or 4 methylene units in the C-terminus, respectively. Results from an ethidium displacement study on poly(dA-dT), poly(dG-dC), calf thymus DNA and T4 coliphage DNA showed that compounds 2-4 interact in the minor groove of the polynucleotides with a preference for poly(dA-dT) over poly(dG-dC). Compound 4 bound more weakly to the DNAs than 2a-c and 3. Using a CD dilution assay compounds 2a-c and 3 were demonstrated to bind irreversibly to calf thymus DNA. The sequence selectivity by which compounds 2-4 alkylate DNA was demonstrated using a Tag polymerase stop assay. All the compounds alkylated preferentially at the 3'-purine residue in a 5'-TTTTGPu-3' sequence (Pu = A or G). This observed sequence specificity is similar to that of tallimustine and a related compound 5. At an equimolar concentration the aminoalkyl compounds 2a-c (2b > 2a > 2c), and diaminoalkyl compound 3 were more efficient at alkylating these sequences than the anilino compound 4. Following a one hour exposure of human chronic myeloid leukemia K562 cells, compounds 2b and 3 have lower IC50, values (1.64 μM and 3.03 μM, respectively) than tallimustine (5 μM) and similar values to a related compound 5 (2.2 μM) The order of cytotoxicity for all the compounds is 2b > 5 > 3 > 2a > 1 > 2c = 4. These results indicate that the cytotoxicities of these compounds are related to their relative ability to alkylate the consensus DNA binding sequence.

Imidazole-containing compositions and methods of use thereof analogs of distamycin

The present invention relates to oligopeptide derivatives that are conjugated to DNA alkylating agents, having the formula STR1 wherein m is 0 to 4; n is 2 to 4; each R1 is the same or different and is hydrogen or C1 -C4 a