247571-59-1

Basic information

• Product Name: 5-ALLYL-3-MERCAPTOINDOLO[2,3-E]-1,2,4-TRIAZINE
• Synonyms: 5-ALLYL-3-MERCAPTO-5H-1,2,4-TRIAZINO[5,6-B]INDOLE;5-ALLYL-3-MERCAPTOINDOLO[2,3-E]-1,2,4-TRIAZINE;9-ALLYL-9H-1,3,4,9-TETRAAZA-FLUORENE-2-THIOL;TIMTEC-BB SBB001623;5-Allyl-5H-[1,2,4]triazino[5,6-b]indole-3-thiol;1,2,4-Triazino[5,6-b]indole-3-thiol, 5-allyl-;5-allyl-2H-[1,2,4]triazino[5,6-b]indole-3-thione;5-prop-2-enyl-2H-[1,2,4]triazino[5,6-b]indole-3-thione
• CAS NO: 247571-59-1
• Molecular Formula: C₁₂H₁₀N₄S
• Molecular Weight: 242.3
• Mol File: 247571-59-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-ALLYL-3-MERCAPTOINDOLO[2,3-E]-1,2,4-TRIAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-ALLYL-3-MERCAPTOINDOLO[2,3-E]-1,2,4-TRIAZINE(247571-59-1)
• EPA Substance Registry System: 5-ALLYL-3-MERCAPTOINDOLO[2,3-E]-1,2,4-TRIAZINE(247571-59-1)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 247571-59-1(Hazardous Substances Data)

Upstream product

• 830-74-0 1-allyl-1H-indole-2,3-dione 
• 79-19-6 thiosemicarbazide 
• 91-56-5 indole-2,3-dione 

Relevant articles and documents

Design, synthesis, and biological evaluation of 1,2,3-triazole-linked triazino[5,6-b]indole-benzene sulfonamide conjugates as potent carbonic anhydrase I, II, IX, and XIII inhibitors

A series of 1,2,3-triazole-linked triazino[5,6-b]indole-benzene sulfonamide hybrids (6a– 6o) was synthesized and evaluated for carbonic anhydrase (CA, EC 4.2.1.1) inhibitory activity against the human (h) isoforms hCA I, II, XIII (cytosolic isoforms), and hCA IX (transmembrane tumor-associated isoform). The results revealed that the compounds 6a–6o exhibited Ki values in the low to medium nanomolar range against hCA II and hCA IX (Kis ranging from 7.7 nM to 41.3 nM) and higher Ki values against hCA I and hCA XIII. Compound 6i showed potent inhibition of hCA II (Ki = 7.7nM), being more effective compared to the standard inhibitor acetazolamide (AAZ) (Ki = 12.1 nM). Compounds 6b and 6d showed moderate activity against hCA XIII (Ki= 69.8 and 65.8 nM). Hence, compound 6i could be consider as potential lead candidate for the design of potent and selective hCA II inhibitors.

Triazino indole-quinoline hybrid: A novel approach to antileishmanial agents

A novel series of 1,2,4-triazino-[5,6b]indole-3-thione covalently linked to 7-chloro-4-aminoquinoline have been synthesized and evaluated for their in vitro activity against extracellular promastigote and intracellular amastigote form of Leishmania donovani. Among all tested compounds, compounds 7a and 7b were found to be the most active with IC50 values 1.11, 0.36 μM and selectivity index (SI) values 67, >1111, respectively, against amastigote form of L. donovani which is several folds more potent than the standard drugs, miltefosine (IC50 = 8.10 μM, SI = 7) and sodium stibo-gluconate (IC50 = 54.60 μM, SI ≥ 7).