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MedKoo Cat#: 571046 | Name: Diamide

Description:

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

Diamide is a sulfhydryl reagent which oxidizes sulfhydryl groups to the disulfide form. It is a radiation-sensitizing agent of anoxic bacterial and mammalian cells.

Chemical Structure

Diamide
CAS#10465-78-8

Theoretical Analysis

MedKoo Cat#: 571046

Name: Diamide

CAS#: 10465-78-8

Chemical Formula: C6H12N4O2

Exact Mass: 172.0960

Molecular Weight: 172.19

Elemental Analysis: C, 41.85; H, 7.02; N, 32.54; O, 18.58

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Diamide
IUPAC/Chemical Name
(E)-N1,N1,N2,N2-tetramethyldiazene-1,2-dicarboxamide
InChi Key
QUWISRZPAQEKRG-BQYQJAHWSA-N
InChi Code
InChI=1S/C5H9N4O2/c1-6-4(10)7-8-5(11)9(2)3/h1-3H3/b8-7+
SMILES Code
O=C(/N=N/C(N(C)C)=O)[N]C
Appearance
Solid powder
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
>2 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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 172.19 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
1: Nakao T, Banba S. Minireview: Mode of action of meta-diamide insecticides. Pestic Biochem Physiol. 2015 Jun;121:39-46. doi: 10.1016/j.pestbp.2014.09.010. Epub 2014 Sep 30. Review. PubMed PMID: 26047110. 2: Qi S, Lümmen P, Nauen R, Casida JE. Diamide insecticide target site specificity in the Heliothis and Musca ryanodine receptors relative to toxicity. J Agric Food Chem. 2014 May 7;62(18):4077-82. doi: 10.1021/jf501236h. Epub 2014 Apr 24. PubMed PMID: 24745606. 3: Casida JE. Golden age of RyR and GABA-R diamide and isoxazoline insecticides: common genesis, serendipity, surprises, selectivity, and safety. Chem Res Toxicol. 2015 Apr 20;28(4):560-6. doi: 10.1021/tx500520w. Epub 2015 Feb 26. PubMed PMID: 25688713. 4: Knapp K, Górecki M, Frelek J, Luboradzki R, Hollósi M, Majer Z, Vass E. Comprehensive chiroptical study of proline-containing diamide compounds. Chirality. 2014 Apr;26(4):228-42. doi: 10.1002/chir.22305. Epub 2014 Mar 7. PubMed PMID: 24610563. 5: Nakao T, Banba S, Nomura M, Hirase K. Meta-diamide insecticides acting on distinct sites of RDL GABA receptor from those for conventional noncompetitive antagonists. Insect Biochem Mol Biol. 2013 Apr;43(4):366-75. doi: 10.1016/j.ibmb.2013.02.002. Epub 2013 Feb 14. PubMed PMID: 23416568. 6: Zhou W, Fan M, Yin J, Jiang Y, Ma D. CuI/Oxalic Diamide Catalyzed Coupling Reaction of (Hetero)Aryl Chlorides and Amines. J Am Chem Soc. 2015 Sep 23;137(37):11942-5. doi: 10.1021/jacs.5b08411. Epub 2015 Sep 11. PubMed PMID: 26352639. 7: Zhang X, Li Y, Ma J, Zhu H, Wang B, Mao M, Xiong L, Li Y, Li Z. Synthesis and insecticidal evaluation of novel anthranilic diamides containing N-substitued nitrophenylpyrazole. Bioorg Med Chem. 2014 Jan 1;22(1):186-93. doi: 10.1016/j.bmc.2013.11.038. Epub 2013 Nov 27. PubMed PMID: 24326275. 8: Janich C, Wölk C, Erdmann F, Groth T, Brezesinski G, Dobner B, Langner A. Composites of malonic acid diamides and phospholipids--Impact of lipoplex stability on transfection efficiency. J Control Release. 2015 Dec 28;220(Pt A):295-307. doi: 10.1016/j.jconrel.2015.10.045. Epub 2015 Oct 27. PubMed PMID: 26518724. 9: Nojiri M, Uekita K, Ohnuki M, Taoka N, Yasohara Y. Microbial asymmetric hydrolysis of 3-substituted glutaric acid diamides. J Appl Microbiol. 2013 Nov;115(5):1127-33. doi: 10.1111/jam.12309. Epub 2013 Aug 13. PubMed PMID: 23879712. 10: Chen K, Liu Q, Ni JP, Zhu HJ, Li YF, Wang Q. Synthesis, insecticidal activities and structure-activity relationship studies of novel anthranilic diamides containing pyridylpyrazole-4-carboxamide. Pest Manag Sci. 2015 Nov;71(11):1503-12. doi: 10.1002/ps.3954. Epub 2015 Jan 6. PubMed PMID: 25472809. 11: Nakajima K, April M, Brewer JT, Daniels T, Forster CJ, Gilmore TA, Jain M, Kanter A, Kwak Y, Li J, McQuire L, Serrano-Wu MH, Streeper R, Szklennik P, Thompson J, Wang B. Discovery of diamide compounds as diacylglycerol acyltransferase 1 (DGAT1) inhibitors. Bioorg Med Chem Lett. 2016 Feb 15;26(4):1245-8. doi: 10.1016/j.bmcl.2016.01.025. Epub 2016 Jan 11. PubMed PMID: 26804232. 12: Yang HT, Lu XW, Xing ML, Sun XQ, Miao CB. Hypervalent iodine reagent mediated diamination of [60]fullerene with sulfamides or phosphoryl diamides. Org Lett. 2014 Nov 21;16(22):5882-5. doi: 10.1021/ol5028305. Epub 2014 Nov 6. PubMed PMID: 25375027. 13: Hugentobler KG, Rebolledo F. Enantioselective bacterial hydrolysis of amido esters and diamides derived from (±)-trans-cyclopropane-1,2-dicarboxylic acid. Org Biomol Chem. 2014 Jan 28;12(4):615-23. doi: 10.1039/c3ob42066c. PubMed PMID: 24292844. 14: Harada T, McTernan HL, Pham DT, Lincoln SF, Kee TW. Femtosecond transient absorption spectroscopy of the medicinal agent curcumin in diamide linked γ-cyclodextrin dimers. J Phys Chem B. 2015 Feb 12;119(6):2425-33. doi: 10.1021/jp507272f. Epub 2014 Oct 2. PubMed PMID: 25198794. 15: Stetina M, Behr J, Vogel RF. The transcriptional response of Lactobacillus sanfranciscensis DSM 20451T and its tcyB mutant lacking a functional cystine transporter to diamide stress. Appl Environ Microbiol. 2014 Jul;80(14):4114-25. doi: 10.1128/AEM.00367-14. Epub 2014 May 2. PubMed PMID: 24795368; PubMed Central PMCID: PMC4068661. 16: Ho HY, Cheng ML, Shiao MS, Chiu DT. Characterization of global metabolic responses of glucose-6-phosphate dehydrogenase-deficient hepatoma cells to diamide-induced oxidative stress. Free Radic Biol Med. 2013 Jan;54:71-84. doi: 10.1016/j.freeradbiomed.2012.10.557. Epub 2012 Nov 6. PubMed PMID: 23142419. 17: Li Y, Zhu H, Chen K, Liu R, Khallaf A, Zhang X, Ni J. Synthesis, insecticidal activity, and structure-activity relationship (SAR) of anthranilic diamides analogs containing oxadiazole rings. Org Biomol Chem. 2013 Jun 28;11(24):3979-88. doi: 10.1039/c3ob40345a. PubMed PMID: 23657615. 18: Zhang M, Chen J, Mallik AK, Qiu H, Jiang S, Ihara H. Preparation and chromatographic evaluation of new branch-type diamide-embedded octadecyl stationary phase with enhanced shape selectivity. Anal Chim Acta. 2014 Jun 23;833:48-55. doi: 10.1016/j.aca.2014.05.011. Epub 2014 May 13. PubMed PMID: 24909773. 19: Rajakumar P, Padmanabhan R, Rajesh N. Synthesis, study on anti-arthritic, anti-inflammatory activity and toxicity of some novel bis-oxy cyclophane diamides. Bioorg Med Chem Lett. 2012 Jun 1;22(11):3770-5. doi: 10.1016/j.bmcl.2012.04.010. Epub 2012 Apr 9. PubMed PMID: 22542015. 20: Wallace SJ, Kee TW, Huang DM. Molecular basis of binding and stability of curcumin in diamide-linked γ-cyclodextrin dimers. J Phys Chem B. 2013 Oct 17;117(41):12375-82. doi: 10.1021/jp406125x. Epub 2013 Oct 4. PubMed PMID: 24047420.