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MedKoo Cat#: 556364 | Name: MiADMSA
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

MiADMSA, also known as Monoisoamyl DMSA, is a lipophilic chelator and has shown promise to be considered as a potential future chelating agent/antidote not only for arsenic but also for a few other heavy metals like lead, mercury, cadmium, and gallium arsenide. MiADMSA abrogates sodium tungstate-induced oxidative stress and chronic copper-induced hepatic and immunological changes in Sprague Dawley rats. MiADMSA protects arsenic-induced oxidative stress in human keratinocyte 'HaCaT' cells

Chemical Structure

MiADMSA
MiADMSA
CAS#142609-62-9

Theoretical Analysis

MedKoo Cat#: 556364

Name: MiADMSA

CAS#: 142609-62-9

Chemical Formula: C9H16O4S2

Exact Mass: 252.0490

Molecular Weight: 252.34

Elemental Analysis: C, 42.84; H, 6.39; O, 25.36; S, 25.41

Price and Availability

Size Price Availability Quantity
10mg USD 90.00 Ready to Ship
25mg USD 150.00 Ready to Ship
50mg USD 250.00 Ready to Ship
100mg USD 450.00 Ready to Ship
200mg USD 750.00 Ready to Ship
500mg USD 1,250.00 Ready to Ship
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Related CAS #
142609-62-9
Synonym
MiADMSA; Monoisoamyl DMSA; Monoisoamyl 2, 3-dimercaptosuccinic acid; Isoamyl 2,3-dimercaptosuccinate;
IUPAC/Chemical Name
Butanedioic acid, 2,3-dimercapto-, 1-(3-methylbutyl) ester, (2R,3S)-rel-
InChi Key
RIBYSYWXWXMDSW-RQJHMYQMSA-N
InChi Code
InChI=1S/C9H16O4S2/c1-5(2)3-4-13-9(12)7(15)6(14)8(10)11/h5-7,14-15H,3-4H2,1-2H3,(H,10,11)/t6-,7+/m1/s1
SMILES Code
O=C(OCCC(C)C)[C@@H](S)[C@@H](S)C(O)=O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
More Info
Arsenic, a metalloid, is known to cause deleterious effects in various body organs, particularly the liver, urinary bladder, and brain, and these effects are primarily mediated through oxidative stress. Chelation therapy has been considered one of the promising medical treatments for arsenic poisoning. Meso 2,3- dimercaptosuccinic acid (DMSA) has been recognized as one of the most effective chelating drugs to treat arsenic poisoning.
Biological target:
Heavy metal chelator
In vitro activity:
High cell migration and clonogenic potential in NBT-II and T-24 cells exposed to arsenic suggest pronounced carcinogenic potential. Significant recovery in these biomarkers was noted on treatment with MiADMSA. Reference: Sathua K, Srivastava S, Flora SJS. MiADMSA ameliorate arsenic induced urinary bladder carcinogenesis in vivo and in vitro. Biomed Pharmacother. 2020 Aug;128:110257. doi: 10.1016/j.biopha.2020.110257. Epub 2020 May 28. PMID: 32474354.
In vivo activity:
An in vivo study was planned to investigate the therapeutic efficacy of MiADMSA-encapsulated solid lipid nanoparticles (Nano-MiADMSA; 50 mg/kg orally for 5 days) and compared it with bulk MiADMSA against sodium meta-arsenite exposed rats (25 ppm in drinking water, for 12 weeks) in male rats. The results suggested the size of Nano-MiADMSA was between 100-120 nm ranges. Reference: Naqvi S, Kumar P, Flora SJS. Comparative efficacy of Nano and Bulk Monoisoamyl DMSA against arsenic-induced neurotoxicity in rats. Biomed Pharmacother. 2020 Dec;132:110871. doi: 10.1016/j.biopha.2020.110871. Epub 2020 Oct 15. PMID: 33069968.

Preparing Stock Solutions

The following data is based on the product molecular weight 252.34 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.

Recalculate based on batch purity %
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:
In vitro protocol:
Sathua K, Srivastava S, Flora SJS. MiADMSA ameliorate arsenic induced urinary bladder carcinogenesis in vivo and in vitro. Biomed Pharmacother. 2020 Aug;128:110257. doi: 10.1016/j.biopha.2020.110257. Epub 2020 May 28. PMID: 32474354. Flora SJ, Mehta A. Monoisoamyl dimercaptosuccinic acid abrogates arsenic-induced developmental toxicity in human embryonic stem cell-derived embryoid bodies: comparison with in vivo studies. Biochem Pharmacol. 2009 Nov 15;78(10):1340-9. doi: 10.1016/j.bcp.2009.07.003. Epub 2009 Jul 15. PMID: 19615344.
In vivo protocol:
Naqvi S, Kumar P, Flora SJS. Comparative efficacy of Nano and Bulk Monoisoamyl DMSA against arsenic-induced neurotoxicity in rats. Biomed Pharmacother. 2020 Dec;132:110871. doi: 10.1016/j.biopha.2020.110871. Epub 2020 Oct 15. PMID: 33069968.
1: Patwa J, Thakur A, Flora SJS. Alpha Lipoic Acid and Monoisoamyl-DMSA Combined Treatment Ameliorates Copper-Induced Neurobehavioral Deficits, Oxidative Stress, and Inflammation. Toxics. 2022 Nov 24;10(12):718. doi: 10.3390/toxics10120718. PMID: 36548551; PMCID: PMC9785765. 2: Flora SJS, Jain K, Panghal A, Patwa J. Chemistry, Pharmacology, and Toxicology of Monoisoamyl Dimercaptosuccinic Acid: A Chelating Agent for Chronic Metal Poisoning. Chem Res Toxicol. 2022 Oct 17;35(10):1701-1719. doi: 10.1021/acs.chemrestox.2c00129. Epub 2022 Aug 16. PMID: 35972774. 3: Mishra A, Dahia A, Jaiswal A. Protective Effect of Monoisoamyl-2, 3-Dimercaptosuccinic Acid against Manganese-induced Neurotoxicity in Rats. Cent Nerv Syst Agents Med Chem. 2021;21(3):165-171. doi: 10.2174/1871524921666210825093134. PMID: 34433405. 4: Sachdeva S, Sharma A, Flora SJS. MiADMSA abrogates sodium tungstate-induced oxidative stress in rats. Drug Chem Toxicol. 2022 Nov;45(6):2448-2453. doi: 10.1080/01480545.2021.1957560. Epub 2021 Aug 5. PMID: 34348527. 5: Thakur A, Patwa J, Pant S, Sharma A, Flora SJS. Interaction study of monoisoamyl dimercaptosuccinic acid with bovine serum albumin using biophysical and molecular docking approaches. Sci Rep. 2021 Feb 18;11(1):4068. doi: 10.1038/s41598-021-83534-0. PMID: 33603022; PMCID: PMC7892868. 6: Naqvi S, Kumar P, Flora SJS. Comparative efficacy of Nano and Bulk Monoisoamyl DMSA against arsenic-induced neurotoxicity in rats. Biomed Pharmacother. 2020 Dec;132:110871. doi: 10.1016/j.biopha.2020.110871. Epub 2020 Oct 15. PMID: 33069968. 7: Patwa J, Flora SJS. MiADMSA abrogates chronic copper-induced hepatic and immunological changes in Sprague Dawley rats. Food Chem Toxicol. 2020 Nov;145:111692. doi: 10.1016/j.fct.2020.111692. Epub 2020 Aug 29. PMID: 32871191. 8: Patwa J, Thakur A, Sharma A, Flora SJS. Monoisoamyl DMSA reduced copper- induced neurotoxicity by lowering 8-OHdG level, amyloid beta and Tau protein expressions in Sprague-Dawley rats. Metallomics. 2020 Sep 23;12(9):1428-1448. doi: 10.1039/d0mt00083c. PMID: 32677644. 9: Sathua K, Srivastava S, Flora SJS. MiADMSA ameliorate arsenic induced urinary bladder carcinogenesis in vivo and in vitro. Biomed Pharmacother. 2020 Aug;128:110257. doi: 10.1016/j.biopha.2020.110257. Epub 2020 May 28. PMID: 32474354. 10: Panghal A, Sathua KB, Flora SJS. Gallic acid and MiADMSA reversed arsenic induced oxidative/nitrosative damage in rat red blood cells. Heliyon. 2020 Feb 19;6(2):e03431. doi: 10.1016/j.heliyon.2020.e03431. PMID: 32149198; PMCID: PMC7033339. 11: Aslam N, Iqbal MS, Hussain SM, Rizwan M, Naseer QU, Afzal M, Muneer R, Batool F. Effects of chelating agents on heavy metals in Hepatitis C Virus (HCV) patients. Math Biosci Eng. 2019 Feb 15;16(3):1138-1149. doi: 10.3934/mbe.2019054. PMID: 30947412. 12: Saritha S, Davuljigari CB, Kumar KP, Reddy GR. Effects of combined arsenic and lead exposure on the brain monoaminergic system and behavioral functions in rats: Reversal effect of MiADMSA. Toxicol Ind Health. 2019 Feb;35(2):89-108. doi: 10.1177/0748233718814990. Epub 2018 Dec 10. PMID: 30526433. 13: Kushwaha P, Yadav A, Samim M, Flora SJS. Combinatorial drug delivery strategy employing nano-curcumin and nano-MiADMSA for the treatment of arsenic intoxication in mouse. Chem Biol Interact. 2018 Apr 25;286:78-87. doi: 10.1016/j.cbi.2018.03.006. Epub 2018 Mar 13. PMID: 29548727. 14: Pachauri V, Flora S. Combined Efficacy of Gallic Acid and MiADMSA with Limited Beneficial Effects Over MiADMSA Against Arsenic-induced Oxidative Stress in Mouse. Biochem Insights. 2015 Aug 26;8:1-10. doi: 10.4137/BCI.S30505. PMID: 26339189; PMCID: PMC4552275. 15: Yadav A, Mathur R, Samim M, Lomash V, Kushwaha P, Pathak U, Babbar AK, Flora SJ, Mishra AK, Kaushik MP. Nanoencapsulation of DMSA monoester for better therapeutic efficacy of the chelating agent against arsenic toxicity. Nanomedicine (Lond). 2014 Apr;9(4):465-81. doi: 10.2217/NNM.13.17. PMID: 24910877. 16: Odewumi CO, Fils-Aime S, Badisa VL, Latinwo LM, Ruden ML, Ikediobi C, Badisa RB. Chemoprotective effect of monoisoamyl 2, 3-dimercaptosuccinate (MiADMS) on cytokines expression in cadmium chloride treated human lung cells. Environ Toxicol. 2015 May-Jun;30(6):704-11. doi: 10.1002/tox.21948. Epub 2014 Jan 13. PMID: 24420767; PMCID: PMC4096614. 17: Kadeyala PK, Sannadi S, Gottipolu RR. Alterations in apoptotic caspases and antioxidant enzymes in arsenic exposed rat brain regions: reversal effect of essential metals and a chelating agent. Environ Toxicol Pharmacol. 2013 Nov;36(3):1150-66. doi: 10.1016/j.etap.2013.09.021. Epub 2013 Oct 11. PMID: 24184500. 18: Sannadi S, Kadeyala PK, Gottipolu RR. Reversal effect of monoisoamyl dimercaptosuccinic acid (MiADMSA) for arsenic and lead induced perturbations in apoptosis and antioxidant enzymes in developing rat brain. Int J Dev Neurosci. 2013 Nov;31(7):586-97. doi: 10.1016/j.ijdevneu.2013.07.003. Epub 2013 Jul 30. PMID: 23906897. 19: Pachauri V, Srivastava P, Yadav A, Kushwaha P, Flora SJ. MiADMSA protects arsenic-induced oxidative stress in human keratinocyte 'HaCaT' cells. Biol Trace Elem Res. 2013 Jun;153(1-3):396-402. doi: 10.1007/s12011-013-9693-9. Epub 2013 May 18. PMID: 23681673. 20: Ram Kumar M, Flora SJ, Reddy GR. Monoisoamyl 2,3-dimercaptosuccinic acid attenuates arsenic induced toxicity: behavioral and neurochemical approach. Environ Toxicol Pharmacol. 2013 Jul;36(1):231-42. doi: 10.1016/j.etap.2013.03.019. Epub 2013 Apr 11. PMID: 23644418.

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