Synonym
DMA 3HCl, DMA hydrochloride; DMA trihydrochloride;
IUPAC/Chemical Name
2'-(3,4-dimethoxyphenyl)-6-(4-methylpiperazin-1-yl)-1H,3'H-2,5'-bibenzo[d]imidazole, trihydrochloride
InChi Key
NJYXXGULZHPSHV-UHFFFAOYSA-N
InChi Code
InChI=1S/C27H28N6O2.3ClH/c1-32-10-12-33(13-11-32)19-6-8-21-23(16-19)31-26(29-21)17-4-7-20-22(14-17)30-27(28-20)18-5-9-24(34-2)25(15-18)35-3;;;/h4-9,14-16H,10-13H2,1-3H3,(H,28,30)(H,29,31);3*1H
SMILES Code
CN(CC1)CCN1C(C=C2)=CC3=C2N=C(C4=CC=C(N=C(C5=CC(OC)=C(OC)C=C5)N6)C6=C4)N3.Cl.Cl.Cl
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Biological target:
DMA trihydrochloride is a fluorescent compound (λex=340 nm, λem=478 nm).
In vivo activity:
Administration of single DMA dose prior to radiation has enhanced survival of Balb/c mice against sublethal and supralethal total body irradiation. DMA ameliorated radiation-induced damage of normal tissues such as hematopoietic (HP) and gastrointestinal tract (GI) system.
Reference: Free Radic Biol Med. 2017 Jul;108:564-574. https://pubmed.ncbi.nlm.nih.gov/28435051/
|
Solvent |
mg/mL |
mM |
| Solubility |
| Water |
15.9 |
27.51 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
577.94
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
1. Tiwari V, Kamran MZ, Ranjan A, Nimesh H, Singh M, Tandon V. Akt1/NFκB signaling pathway activation by a small molecule DMA confers radioprotection to intestinal epithelium in xenograft model. Free Radic Biol Med. 2017 Jul;108:564-574. doi: 10.1016/j.freeradbiomed.2017.04.029. Epub 2017 Apr 21. PMID: 28435051.
2. Nimesh H, Tiwari V, Yang C, Gundala SR, Chuttani K, Hazari PP, Mishra AK, Sharma A, Lal J, Katyal A, Aneja R, Tandon V. Preclinical Evaluation of DMA, a Bisbenzimidazole, as Radioprotector: Toxicity, Pharmacokinetics, and Biodistribution Studies in Balb/c Mice. Mol Pharmacol. 2015 Oct;88(4):768-78. doi: 10.1124/mol.115.098376. Epub 2015 Aug 3. Erratum in: Mol Pharmacol. 2015 Oct;88(4):813. PMID: 26240287.
In vivo protocol:
1. Tiwari V, Kamran MZ, Ranjan A, Nimesh H, Singh M, Tandon V. Akt1/NFκB signaling pathway activation by a small molecule DMA confers radioprotection to intestinal epithelium in xenograft model. Free Radic Biol Med. 2017 Jul;108:564-574. doi: 10.1016/j.freeradbiomed.2017.04.029. Epub 2017 Apr 21. PMID: 28435051.
2. Nimesh H, Tiwari V, Yang C, Gundala SR, Chuttani K, Hazari PP, Mishra AK, Sharma A, Lal J, Katyal A, Aneja R, Tandon V. Preclinical Evaluation of DMA, a Bisbenzimidazole, as Radioprotector: Toxicity, Pharmacokinetics, and Biodistribution Studies in Balb/c Mice. Mol Pharmacol. 2015 Oct;88(4):768-78. doi: 10.1124/mol.115.098376. Epub 2015 Aug 3. Erratum in: Mol Pharmacol. 2015 Oct;88(4):813. PMID: 26240287.
1. Nimesh, H., Tiwari, V., Yang, C., et al. Preclinical evaluation of DMA, a bisbenzimidazole, as radioprotector: Toxicity, pharmacokinetics, and biodistribution studies in Balb/c mice. Mol. Pharmacol. 88(4), 768-778 (2015).
2. Tiwari, V., Kamran, M.Z., Ranan, A., et al. Akt1/NFκB signaling pathway activation by a small molecule DMA confers radioprotection to intestinal epithelium in xenograft model. Free Rad. Biol. Med. 108, 564-574 (2017).
