MedKoo Cat#: 582067 | Name: Guazatine

Description:

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

Guazatine is a mixture of products resulting from the amidination of technical iminodi(octamethylene)diamine, containing numerous guanidines and polyamines. Guazatine uses and applications include: Fungicide, repellent.

Chemical Structure

Guazatine
Guazatine
CAS#108173-90-6

Theoretical Analysis

MedKoo Cat#: 582067

Name: Guazatine

CAS#: 108173-90-6

Chemical Formula: C18H41N7

Exact Mass: 355.3400

Molecular Weight: 355.57

Elemental Analysis: C, 60.80; H, 11.62; N, 27.57

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Guazatine; Belcut; Decotine; GTA; MC 25; Mitrol; Murbenine; Panolil.
IUPAC/Chemical Name
1,1'-(azanediylbis(octane-8,1-diyl))diguanidine
InChi Key
RONFGUROBZGJKP-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H41N7/c19-17(20)24-15-11-7-3-1-5-9-13-23-14-10-6-2-4-8-12-16-25-18(21)22/h23H,1-16H2,(H4,19,20,24)(H4,21,22,25)
SMILES Code
NC(=N)NCCCCCCCCNCCCCCCCCNC(=N)N
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
>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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 355.57 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: Toumi I, Pagoulatou MG, Margaritopoulou T, Milioni D, Roubelakis-Angelakis KA. Genetically Modified Heat Shock Protein90s and Polyamine Oxidases in Arabidopsis Reveal Their Interaction under Heat Stress Affecting Polyamine Acetylation, Oxidation and Homeostasis of Reactive Oxygen Species. Plants (Basel). 2019 Sep 3;8(9). pii: E323. doi: 10.3390/plants8090323. PubMed PMID: 31484414; PubMed Central PMCID: PMC6783977. 2: Zhu J, Zhang L, Ma D, Gao Y, Mu W, Liu F. A bioactivity and biochemical analysis of iminoctadine tris (albesilate) as a fungicide against Corynespora cassiicola. Pestic Biochem Physiol. 2019 Jul;158:121-127. doi: 10.1016/j.pestbp.2019.04.016. Epub 2019 May 2. PubMed PMID: 31378347. 3: Adeyeye EI, Olatoye R, Ibigbami O, Adesina A, Gbolagade A. Evaluation of pesticides residues distribution in fresh and smoked body parts of Clarias gariepinus and assessment of possible health risks in Nigeria. J Environ Sci Health B. 2019;54(3):163-169. doi: 10.1080/03601234.2018.1536579. Epub 2018 Nov 15. PubMed PMID: 30430899. 4: Min J, Han J, Kim K, Park S, Lee S, Hong J, Gil H, Song H, Hong S. Human cholestatic hepatitis owing to polyoxyethylene nonylphenol ingestion: A case report. Medicine (Baltimore). 2017 Aug;96(32):e7737. doi: 10.1097/MD.0000000000007737. PubMed PMID: 28796059; PubMed Central PMCID: PMC5556225. 5: Chen BX, Li WY, Gao YT, Chen ZJ, Zhang WN, Liu QJ, Chen Z, Liu J. Involvement of Polyamine Oxidase-Produced Hydrogen Peroxide during Coleorhiza-Limited Germination of Rice Seeds. Front Plant Sci. 2016 Aug 12;7:1219. doi: 10.3389/fpls.2016.01219. eCollection 2016. Erratum in: Front Plant Sci. 2017 Dec 12;8:2159. PubMed PMID: 27570530; PubMed Central PMCID: PMC4981591. 6: Atanasov KE, Barboza-Barquero L, Tiburcio AF, Alcázar R. Genome Wide Association Mapping for the Tolerance to the Polyamine Oxidase Inhibitor Guazatine in Arabidopsis thaliana. Front Plant Sci. 2016 Apr 5;7:401. doi: 10.3389/fpls.2016.00401. eCollection 2016. PubMed PMID: 27092150; PubMed Central PMCID: PMC4820465. 7: Maccari G, Sanfilippo S, De Luca F, Deodato D, Casian A, Dasso Lang MC, Zamperini C, Dreassi E, Rossolini GM, Docquier JD, Botta M. Synthesis of linear and cyclic guazatine derivatives endowed with antibacterial activity. Bioorg Med Chem Lett. 2014 Dec 1;24(23):5525-9. doi: 10.1016/j.bmcl.2014.09.081. Epub 2014 Oct 14. PubMed PMID: 25455183. 8: Agudelo-Romero P, Ali K, Choi YH, Sousa L, Verpoorte R, Tiburcio AF, Fortes AM. Perturbation of polyamine catabolism affects grape ripening of Vitis vinifera cv. Trincadeira. Plant Physiol Biochem. 2014 Jan;74:141-55. doi: 10.1016/j.plaphy.2013.11.002. Epub 2013 Nov 19. PubMed PMID: 24296250. 9: Al-Samarrai G, Singh H, Syarhabil M. Evaluating eco-friendly botanicals (natural plant extracts) as alternatives to synthetic fungicides. Ann Agric Environ Med. 2012;19(4):673-6. PubMed PMID: 23311787. 10: Castagnolo D, Schenone S, Botta M. Guanylated diamines, triamines, and polyamines: chemistry and biological properties. Chem Rev. 2011 Sep 14;111(9):5247-300. doi: 10.1021/cr100423x. Epub 2011 Jun 9. Review. PubMed PMID: 21657224. 11: Fu XZ, Chen CW, Wang Y, Liu JH, Moriguchi T. Ectopic expression of MdSPDS1 in sweet orange (Citrus sinensis Osbeck) reduces canker susceptibility: involvement of H₂O₂ production and transcriptional alteration. BMC Plant Biol. 2011 Mar 28;11:55. doi: 10.1186/1471-2229-11-55. PubMed PMID: 21439092; PubMed Central PMCID: PMC3078878. 12: Gerez CL, Carbajo MS, Rollán G, Torres Leal G, Font de Valdez G. Inhibition of citrus fungal pathogens by using lactic acid bacteria. J Food Sci. 2010 Aug 1;75(6):M354-9. doi: 10.1111/j.1750-3841.2010.01671.x. PubMed PMID: 20722936. 13: Manetti F, Cona A, Angeli L, Mugnaini C, Raffi F, Capone C, Dreassi E, Zizzari AT, Tisi A, Federico R, Botta M. Synthesis and biological evaluation of guanidino compounds endowed with subnanomolar affinity as competitive inhibitors of maize polyamine oxidase. J Med Chem. 2009 Aug 13;52(15):4774-85. doi: 10.1021/jm900371z. PubMed PMID: 19591488. 14: Xue B, Zhang A, Jiang M. Involvement of polyamine oxidase in abscisic acid-induced cytosolic antioxidant defense in leaves of maize. J Integr Plant Biol. 2009 Mar;51(3):225-34. doi: 10.1111/j.1744-7909.2008.00766.x. PubMed PMID: 19261065. 15: Maiale SJ, Marina M, Sánchez DH, Pieckenstain FL, Ruiz OA. In vitro and in vivo inhibition of plant polyamine oxidase activity by polyamine analogues. Phytochemistry. 2008 Oct;69(14):2552-8. doi: 10.1016/j.phytochem.2008.07.003. Epub 2008 Sep 8. PubMed PMID: 18783804. 16: Moschou PN, Sanmartin M, Andriopoulou AH, Rojo E, Sanchez-Serrano JJ, Roubelakis-Angelakis KA. Bridging the gap between plant and mammalian polyamine catabolism: a novel peroxisomal polyamine oxidase responsible for a full back-conversion pathway in Arabidopsis. Plant Physiol. 2008 Aug;147(4):1845-57. doi: 10.1104/pp.108.123802. Epub 2008 Jun 26. PubMed PMID: 18583528; PubMed Central PMCID: PMC2492618. 17: Dreassi E, Zizzari AT, Zanfini A, Corbini G, Botta M. LC/ESI/MS method for the quantitative detection of guazatine residues in cereals. J Agric Food Chem. 2007 Aug 22;55(17):6850-6. Epub 2007 Jul 25. PubMed PMID: 17650002. 18: Dreassi E, Zizzari AT, D'Arezzo S, Visca P, Botta M. Analysis of guazatine mixture by LC and LC-MS and antimycotic activity determination of principal components. J Pharm Biomed Anal. 2007 Mar 12;43(4):1499-506. Epub 2006 Dec 1. PubMed PMID: 17141444. 19: Zhu D, Jiang MY, Tan MP. [The mechanism of ABA-induced apoplastic H2O2 accumulation in maize leaves]. Zhi Wu Sheng Li Yu Fen Zi Sheng Wu Xue Xue Bao. 2006 Oct;32(5):519-26. Chinese. PubMed PMID: 17075174. 20: Tavladoraki P, Rossi MN, Saccuti G, Perez-Amador MA, Polticelli F, Angelini R, Federico R. Heterologous expression and biochemical characterization of a polyamine oxidase from Arabidopsis involved in polyamine back conversion. Plant Physiol. 2006 Aug;141(4):1519-32. Epub 2006 Jun 15. PubMed PMID: 16778015; PubMed Central PMCID: PMC1533960.