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MedKoo Cat#: 540290 | Name: L-alpha-Methylbenzyl isothiocyanate

Description:

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

L-alpha-Methylbenzyl isothiocyanate is an antioxidant that induces phase II enzyme activity. It is also used as a chiral agent.

Chemical Structure

L-alpha-Methylbenzyl isothiocyanate
L-alpha-Methylbenzyl isothiocyanate
CAS#24277-43-8

Theoretical Analysis

MedKoo Cat#: 540290

Name: L-alpha-Methylbenzyl isothiocyanate

CAS#: 24277-43-8

Chemical Formula: C9H9NS

Exact Mass: 163.0456

Molecular Weight: 163.24

Elemental Analysis: C, 66.22; H, 5.56; N, 8.58; S, 19.64

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Synonym
L-alpha-Methylbenzyl isothiocyanate
IUPAC/Chemical Name
(R)-(1-isothiocyanatoethyl)benzene
InChi Key
QQCJPTVZIZVKEZ-MRVPVSSYSA-N
InChi Code
InChI=1S/C9H9NS/c1-8(10-7-11)9-5-3-2-4-6-9/h2-6,8H,1H3/t8-/m1/s1
SMILES Code
C[C@H](C1=CC=CC=C1)N=C=S
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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
L-alpha-Methylbenzyl isothiocyanate is an antioxidant that induces phase II enzyme activity.
In vitro activity:
TBD
In vivo activity:
TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 163.24 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:
TBD
In vitro protocol:
TBD
In vivo protocol:
TBD
1: Waterman C, Cheng DM, Rojas-Silva P, Poulev A, Dreifus J, Lila MA, Raskin I. Stable, water extractable isothiocyanates from Moringa oleifera leaves attenuate inflammation in vitro. Phytochemistry. 2014 Jul;103:114-122. doi: 10.1016/j.phytochem.2014.03.028. Epub 2014 Apr 11. PubMed PMID: 24731259; PubMed Central PMCID: PMC4071966. 2: Agerbirk N, De Nicola GR, Olsen CE, Müller C, Iori R. Derivatization of isothiocyanates and their reactive adducts for chromatographic analysis. Phytochemistry. 2015 Oct;118:109-15. doi: 10.1016/j.phytochem.2015.06.004. Epub 2015 Sep 2. PubMed PMID: 26342619. 3: Steverding D, Michaels S, Read KD. In vitro and in vivo studies of trypanocidal activity of dietary isothiocyanates. Planta Med. 2014 Feb;80(2-3):183-6. doi: 10.1055/s-0033-1360262. Epub 2014 Jan 22. PubMed PMID: 24452460. 4: Shibano M, Nishida S, Saito Y, Kamitakahara H, Takano T. Facile synthesis of acyl chitosan isothiocyanates and their application to porphyrin-appended chitosan derivative. Carbohydr Polym. 2014 Nov 26;113:279-85. doi: 10.1016/j.carbpol.2014.05.099. Epub 2014 Jul 14. PubMed PMID: 25256486. 5: Minarini A, Milelli A, Fimognari C, Simoni E, Turrini E, Tumiatti V. Exploring the effects of isothiocyanates on chemotherapeutic drugs. Expert Opin Drug Metab Toxicol. 2014 Jan;10(1):25-38. doi: 10.1517/17425255.2013.843668. Epub 2013 Oct 3. Review. PubMed PMID: 24087843. 6: Dufour V, Stahl M, Baysse C. The antibacterial properties of isothiocyanates. Microbiology. 2015 Feb;161(Pt 2):229-43. doi: 10.1099/mic.0.082362-0. Epub 2014 Nov 6. Review. PubMed PMID: 25378563. 7: Waterman C, Rojas-Silva P, Tumer TB, Kuhn P, Richard AJ, Wicks S, Stephens JM, Wang Z, Mynatt R, Cefalu W, Raskin I. Isothiocyanate-rich Moringa oleifera extract reduces weight gain, insulin resistance, and hepatic gluconeogenesis in mice. Mol Nutr Food Res. 2015 Jun;59(6):1013-24. doi: 10.1002/mnfr.201400679. Epub 2015 Apr 27. PubMed PMID: 25620073; PubMed Central PMCID: PMC4456298. 8: Tumer TB, Rojas-Silva P, Poulev A, Raskin I, Waterman C. Direct and indirect antioxidant activity of polyphenol- and isothiocyanate-enriched fractions from Moringa oleifera. J Agric Food Chem. 2015 Feb 11;63(5):1505-13. doi: 10.1021/jf505014n. Epub 2015 Jan 29. PubMed PMID: 25605589; PubMed Central PMCID: PMC4798254. 9: Ippoushi K, Ueda H, Takeuchi A. Milk prevents the degradation of daikon (Raphanus sativus L.) isothiocyanate and enhances its absorption in rats. Food Chem. 2014 Oct 15;161:176-80. doi: 10.1016/j.foodchem.2014.04.013. Epub 2014 Apr 13. PubMed PMID: 24837937. 10: Lange TS, Horan TC, Kim KK, Singh AP, Vorsa N, Brard L, Moore RG, Singh RK. Cytotoxic properties of Adamantyl isothiocyanate and potential in vivo metabolite adamantyl-N-acetylcystein in gynecological cancer cells. Chem Biol Drug Des. 2012 Jan;79(1):92-103. doi: 10.1111/j.1747-0285.2011.01251.x. Epub 2011 Nov 4. PubMed PMID: 21974809. 11: Mazari AM, Dahlberg O, Mannervik B, Mannervik M. Overexpression of glutathione transferase E7 in Drosophila differentially impacts toxicity of organic isothiocyanates in males and females. PLoS One. 2014 Oct 16;9(10):e110103. doi: 10.1371/journal.pone.0110103. eCollection 2014. PubMed PMID: 25329882; PubMed Central PMCID: PMC4199631. 12: Lim YP, Chen WC, Cheng CH, Ma WC, Lin YH, Chen CY, Hung DZ, Chen JJ, Yokoi T, Nakajima M, Chen CJ. Inhibition of cytochrome P450 2C9 expression and activity in vitro by allyl isothiocyanate. Planta Med. 2014 Aug;80(13):1097-106. doi: 10.1055/s-0034-1383000. Epub 2014 Sep 8. Erratum in: Planta Med. 2014 Sep;80(14):1247. PubMed PMID: 25197954. 13: Ippoushi K, Ueda H, Takeuchi A. Corn oil and milk enhance the absorption of orally administered allyl isothiocyanate in rats. Food Chem. 2013 Nov 15;141(2):1192-5. doi: 10.1016/j.foodchem.2013.03.058. Epub 2013 Mar 25. PubMed PMID: 23790903. 14: Galuppo M, Giacoppo S, De Nicola GR, Iori R, Navarra M, Lombardo GE, Bramanti P, Mazzon E. Antiinflammatory activity of glucomoringin isothiocyanate in a mouse model of experimental autoimmune encephalomyelitis. Fitoterapia. 2014 Jun;95:160-74. doi: 10.1016/j.fitote.2014.03.018. Epub 2014 Mar 29. PubMed PMID: 24685508. 15: Welte CU, Rosengarten JF, de Graaf RM, Jetten MS. SaxA-Mediated Isothiocyanate Metabolism in Phytopathogenic Pectobacteria. Appl Environ Microbiol. 2016 Apr 4;82(8):2372-9. doi: 10.1128/AEM.04054-15. Print 2016 Apr. PubMed PMID: 26873319; PubMed Central PMCID: PMC4959473. 16: Park EJ, Cheenpracha S, Chang LC, Kondratyuk TP, Pezzuto JM. Inhibition of lipopolysaccharide-induced cyclooxygenase-2 and inducible nitric oxide synthase expression by 4-[(2'-O-acetyl-α-L-rhamnosyloxy)benzyl]isothiocyanate from Moringa oleifera. Nutr Cancer. 2011;63(6):971-82. doi: 10.1080/01635581.2011.589960. Epub 2011 Jul 20. PubMed PMID: 21774591; PubMed Central PMCID: PMC3381517. 17: Lamy E, Scholtes C, Herz C, Mersch-Sundermann V. Pharmacokinetics and pharmacodynamics of isothiocyanates. Drug Metab Rev. 2011 Aug;43(3):387-407. doi: 10.3109/03602532.2011.569551. Epub 2011 May 10. Review. PubMed PMID: 21554146. 18: Galuppo M, Giacoppo S, Iori R, De Nicola GR, Bramanti P, Mazzon E. Administration of 4-(α-L-rhamnosyloxy)-benzyl isothiocyanate delays disease phenotype in SOD1(G93A) rats: a transgenic model of amyotrophic lateral sclerosis. Biomed Res Int. 2015;2015:259417. doi: 10.1155/2015/259417. Epub 2015 May 5. PubMed PMID: 26075221; PubMed Central PMCID: PMC4436451. 19: Guo Q, Guo L, Wang Z, Zhuang Y, Gu Z. Response surface optimization and identification of isothiocyanates produced from broccoli sprouts. Food Chem. 2013 Dec 1;141(3):1580-6. doi: 10.1016/j.foodchem.2013.04.026. Epub 2013 Apr 18. PubMed PMID: 23870863. 20: Fimognari C, Turrini E, Ferruzzi L, Lenzi M, Hrelia P. Natural isothiocyanates: genotoxic potential versus chemoprevention. Mutat Res. 2012 Apr-Jun;750(2):107-31. doi: 10.1016/j.mrrev.2011.12.001. Epub 2011 Dec 10. Review. PubMed PMID: 22178957.

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FR191413

FR191413

ML207

ML207

DiIC16'TCO

DiIC16'TCO

HUN52967

HUN52967