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MedKoo Cat#: 591492 | Name: Isothiuronium

Description:

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

Isothiouronium is a functional group with the formula [RSC(NH2)2]+ (R = alkyl, aryl) and is the acid salt of isothiourea.

Chemical Structure

Isothiuronium
Isothiuronium
CAS#22584-04-9

Theoretical Analysis

MedKoo Cat#: 591492

Name: Isothiuronium

CAS#: 22584-04-9

Chemical Formula: C12H25IN2S

Exact Mass: 356.0783

Molecular Weight: 356.31

Elemental Analysis: C, 40.45; H, 7.07; I, 35.62; N, 7.86; S, 9.00

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 #
No Data
Synonym
Isothiuronium; NSC 297328; NSC-297328; NSC297328
IUPAC/Chemical Name
Carbamimidothioic acid, 10-undecenyl ester, monohydriodide
InChi Key
INDZTCRIYSRWOH-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H24N2S.HI/c1-2-3-4-5-6-7-8-9-10-11-15-12(13)14;/h2H,1,3-11H2,(H3,13,14);1H
SMILES Code
NC(SCCCCCCCCCC=C)=N.[H]I
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 356.31 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
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Isothiouronium modification empowers pyrimidine-substituted curcumin analogs potent cytotoxicity and Golgi localization. Eur J Med Chem. 2016 Nov 10;123:849-857. doi: 10.1016/j.ejmech.2016.07.071. Epub 2016 Jul 29. PubMed PMID: 27543879. 5: Cohen S, Gelber C, Natan M, Banin E, Corem-Salkmon E, Margel S. Synthesis and characterization of crosslinked polyisothiouronium methylstyrene nanoparticles of narrow size distribution for antibacterial and antibiofilm applications. J Nanobiotechnology. 2016 Jul 7;14(1):56. doi: 10.1186/s12951-016-0208-7. PubMed PMID: 27388790; PubMed Central PMCID: PMC4936196. 6: Srebro D, Vučković S, Prostran M. Inhibition of neuronal and inducible nitric oxide synthase does not affect the analgesic effects of NMDA antagonists in visceral inflammatory pain. Acta Neurobiol Exp (Wars). 2016;76(2):110-16. PubMed PMID: 27373948. 7: Poon YY, Tsai CY, Cheng CD, Chang AY, Chan SH. Endogenous nitric oxide derived from NOS I or II in thoracic spinal cord exerts opposing tonic modulation on sympathetic vasomotor tone via disparate mechanisms in anesthetized rats. Am J Physiol Heart Circ Physiol. 2016 Sep 1;311(3):H555-62. doi: 10.1152/ajpheart.00246.2016. Epub 2016 Jul 1. PubMed PMID: 27371683. 8: Jang JE, Ko MS, Yun JY, Kim MO, Kim JH, Park HS, Kim AR, Kim HJ, Kim BJ, Ahn YE, Oh JS, Lee WJ, Harris RA, Koh EH, Lee KU. Nitric Oxide Produced by Macrophages Inhibits Adipocyte Differentiation and Promotes Profibrogenic Responses in Preadipocytes to Induce Adipose Tissue Fibrosis. Diabetes. 2016 Sep;65(9):2516-28. doi: 10.2337/db15-1624. Epub 2016 May 31. PubMed PMID: 27246913. 9: Demirci H, Polat Z, Uygun A, Kadayifci A, Sager O, Oztutk K, Sahiner F, Caliskan B, Karslioglu Y, Ozler M, Ozel M, Ergun H, Ozturk O, Beyzadeoglu M, Bagci S. The Effect of the iNOS Inhibitor S-Methylisothiourea and Hyperbaric Oxygen Treatment on Radiation Colitis in Rats. Acta Gastroenterol Belg. 2016 Mar;79(1):8-13. PubMed PMID: 26852757. 10: Wang KL, Zhang G, Sun J, Xu Y, Han Z, Liu LL, Shao CL, Liu QA, Wang CY, Qian PY. Cochliomycin A inhibits the larval settlement of Amphibalanus amphitrite by activating the NO/cGMP pathway. Biofouling. 2016;32(1):35-44. doi: 10.1080/08927014.2015.1121245. PubMed PMID: 26732984. 11: Zheng L, Ding J, Wang J, Zhou C, Zhang W. Effects and Mechanism of Action of Inducible Nitric Oxide Synthase on Apoptosis in a Rat Model of Cerebral Ischemia-Reperfusion Injury. Anat Rec (Hoboken). 2016 Feb;299(2):246-55. doi: 10.1002/ar.23295. Epub 2015 Dec 29. PubMed PMID: 26598930. 12: Naryzhnaya NV, Maslov LN, Tsibulnikov SY, Prokudina ES, Lishmanov YB. [INVOLVEMENT OF NO-SYNTHASE IN THE INFARCT REDUCING EFFECT OF CONTINUOUS CHRONIC NORMOBARTC HYPOXTA]. Ross Fiziol Zh Im I M Sechenova. 2015 Aug;101(8):921-8. Russian. PubMed PMID: 26591587. 13: Ozawa S, Nishiyabu R, Kubo Y. Nanospherical aggregation of isothiouronium-terminated amphiphilic polythiophene: preparation and vapor-phase detection of volatile organic compounds. J Nanosci Nanotechnol. 2014 Sep;14(9):6624-31. PubMed PMID: 25924308. 14: Guzel A, Kayhan S, Tutuncu S, Guzel A, Duran L, Alacam H, Gunaydin M, Torun AC, Yilmaz MZ, Selcuk MY, Murat N. Attenuation of bleomycin induced lung fibrosis by erdosteine and inhibition of the inducible nitric oxide synthase. Bratisl Lek Listy. 2015;116(3):196-202. PubMed PMID: 25869570. 15: Strachan-Whaley MR, Reilly K, Dobson J, Kalisch BE. Map kinase and PKC signaling pathways modulate NGF-mediated apoE transcription. Neurosci Lett. 2015 May 19;595:54-9. doi: 10.1016/j.neulet.2015.03.032. Epub 2015 Mar 19. PubMed PMID: 25797400. 16: Srebro DP, Vucković SM, Savic Vujovic KR, Prostran MS. Nitric oxide synthase modulates the antihyperalgesic effect of the NMDA receptor antagonist MK-801 on Carrageenan-induced inflammatory pain in rats. Tohoku J Exp Med. 2014 Dec;234(4):287-93. PubMed PMID: 25483276. 17: Cisilotto J, Ferreira M, Filippin-Monteiro FB, Bortoluzzi AJ, Sa MM, Creczynski-Pasa TB. Isothiouronium salts reduce NRAS expression, induce apoptosis and decrease invasion of melanoma cells. Anticancer Agents Med Chem. 2015;15(3):353-62. PubMed PMID: 25469513. 18: Solodkov AP, Lazuko SS, Knyazev EN, Nechaev IN, Krainova NA. Changes in the profile of NO synthases affect coronary blood flow autoregulation and myocardial contractile activity during restraint stress in rats. Bull Exp Biol Med. 2014 Dec;158(2):200-5. doi: 10.1007/s10517-014-2722-7. Epub 2014 Nov 29. PubMed PMID: 25430647. 19: Zhang HX, Deng C, Liu OS, Liu XL, Wu F, Wang JJ, Feng YQ, Hu CH, Tang ZG. Inducible nitric oxide inhibitor enhances the anti-tumor effect of cisplatin on CNE-2 cells by inducing cell apoptosis. Eur Rev Med Pharmacol Sci. 2014 Oct;18(19):2789-97. 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