Synonym
Allithiamine; TAD; Thiamin-allyl-disulfid
IUPAC/Chemical Name
(E)-N-(3-(allyldisulfanyl)-5-hydroxypent-2-en-2-yl)-N-((4-amino-2-methylpyrimidin-5-yl)methyl)formamide
InChi Key
WNCAVNGLACHSRZ-SDNWHVSQSA-N
InChi Code
InChI=1S/C15H22N4O2S2/c1-4-7-22-23-14(5-6-20)11(2)19(10-21)9-13-8-17-12(3)18-15(13)16/h4,8,10,20H,1,5-7,9H2,2-3H3,(H2,16,17,18)/b14-11+
SMILES Code
O=CN(CC1=CN=C(C)N=C1N)/C(C)=C(SSCC=C)\CCO
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
354.49
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.
| 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: Benfotiamine, a synthetic S-acyl thiamine derivative, has different mechanisms of action and a different pharmacological profile than lipid-soluble thiamine disulfide derivatives Marie-Laure Volvert, Sandrine Seyen, Marie Piette, Brigitte Evrard, Marjorie Gangolf, Jean-Christophe Plumier, Lucien Bettendorff BMC Pharmacol. 2008; 8: 10. Published online 2008 Jun 12. doi: 10.1186/1471-2210-8-10 PMCID: PMC2435522
2: Isolation of allithiamine from Hungarian red sweet pepper seed (Capsicum annuum L.) Attila Biro, Ferenc Gál, Csaba Hegedűs, Gyula Batta, Zoltán Cziáky, Barna Peitl, László Stündl, Gyöngyi Gyémánt, Judit Remenyik
Heliyon. 2018 Dec; 4(12): e00997. Published online 2018 Dec 8. doi: 10.1016/j.heliyon.2018.e00997 PMCID: PMC6288420
3: A Review of the Biochemistry, Metabolism and Clinical Benefits of Thiamin(e) and Its Derivatives Derrick Lonsdale Evid Based Complement Alternat Med. 2006 Mar; 3(1): 49–59. Published online 2006 Feb 1. doi: 10.1093/ecam/nek009 PMCID: PMC1375232
4: Efficacy of prosultiamine treatment in patients with human T lymphotropic virus type I-associated myelopathy/tropical spastic paraparesis: results from an open-label clinical trial Tatsufumi Nakamura, Tomohiro Matsuo, Taku Fukuda, Shinji Yamato, Kentaro Yamaguchi, Ikuo Kinoshita, Toshio Matsuzaki, Yoshihiro Nishiura, Kunihiko Nagasato, Tomoko Narita-Masuda, Hideki Nakamura, Katsuya Satoh, Hitoshi Sasaki, Hideki Sakai, Atsushi Kawakami BMC Med. 2013; 11: 182. Published online 2013 Aug 15. doi: 10.1186/1741-7015-11-182
PMCID: PMC3826868
5: Therapeutic benefits of an oral vitamin B1 derivative for human T lymphotropic virus type I-associated myelopathy/tropical spastic paraparesis (HAM/TSP) Jun-ichi Kira BMC Med. 2013; 11: 183. Published online 2013 Aug 15. doi: 10.1186/1741-7015-11-183 PMCID: PMC3826871
6: Phytochemical Profiles and Antimicrobial Activities of Allium cepa Red cv. and A. sativum Subjected to Different Drying Methods: A Comparative MS-Based Metabolomics Mohamed A. Farag, Sara E. Ali, Rashad H. Hodaya, Hesham R. El-Seedi, Haider N. Sultani, Annegret Laub, Tarek F. Eissa, Fouad O. F. Abou-Zaid, Ludger A. Wessjohann Molecules. 2017 May; 22(5): 761. Published online 2017 May 8. doi: 10.3390/molecules22050761 PMCID: PMC6154556
