160698-31-7

Upstream product

• 144-55-8 sodium hydrogencarbonate 
• 2393-23-9 4-methoxy-benzylamine 
• 149-73-5 trimethyl orthoformate 
• 1197-58-6 1-(isocyanomethyl)-4-methoxybenzene 
• 64-19-7 acetic acid 
• 70978-35-7 ethyl 1-(4-methoxybenzyl)-1H-tetrazole-5-carboxylate 
• 99451-35-1 1-p-Methoxybenzyl-5-p-Toluenesulfonyltetrazole 
• 944480-96-0 C₁₁H₁₂N₄O₂ 
• 122-51-0 orthoformic acid triethyl ester 
• 288-94-8 1H-tetrazole 
• 824-94-2 p-methoxybenzyl chloride 

Downstream Products

• 188890-67-7 5-bromo-1-(4-methoxybenzyl)-1H-tetrazole 
• 871834-62-7 (3,5-bis(trifluoromethyl)phenyl)(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)methanol 

Relevant academic research and scientific papers

Design and synthesis of novel PRMT1 inhibitors and investigation of their binding preferences using molecular modelling

Protein arginine methyltransferase 1 (PRMT1) catalyses the methylation of substrate arginine by transferring the methyl group from SAM (S-adenosyl-L-methionine), which leads to the formation of S-adenosyl homocysteine (SAH) and methylated arginine. We have shown previously that the Asp84 on PRMT1 could be a potential inhibitor binding site. In the current study, 28 compounds were designed and synthesized that were predicted to bind the Asp84 and substrate arginine sites together. Among them, 6 compounds were identified as potential PRMT1 inhibitors, and showed strong inhibitory effects on cancer cell lines, especially HepG2. The most potent PRMT1 inhibitor, compound 13d, was selected for molecular dynamic simulations to investigate binding poses. Based on the free energy calculations and structural analysis, we predicted that the ethylenediamine group would tightly bind to Asp84, and the trifluoromethyl group should occupy part of substrate arginine binding site, which is consistent with our original goal. Our results show for the first time that PRMT1 inhibitors can target the Asp84 binding site, which will be helpful for future drug discovery studies.

Application of of 5-Lithiotetrazoles in Organic Synthesis

Lithiation of 1-benzyl and 1-p-methoxybenzyltetrazole at the 5-position with n-butyllithium followed by treatment with electrophiles gave functionalized 1-benzylic tetrazoles, which were converted into the 1-unsubstituted derivatives by debenzylation.

Preparation and reactions of (1 H-tetrazol-5-yl)zinc pivalates

The preparation and reactivity of new solid heterocyclic organozinc reagents, namely N -protected (1 H -tetrazol-5-yl)zinc pivalates, as storable solids with appreciably air and moisture stability are reported. They are obtained in high yields from protected 1 H -tetrazoles by de-protonation using the mixed zinc-magnesium base TMPZnCl·Mg(OPiv) 2(abbreviated as TMPZnOPiv; TMP = 2,2,6,6-tetramethylpiperidyl). Subsequent cross-couplings and copper-catalyzed electrophilic aminations using hydroxylamine benzoates give access to functionalized 1 H -tetrazoles while tolerating many functional groups.

Isocyanide based multicomponent click reactions: a green and improved synthesis of 1-substituted 1H-1,2,3,4-tetrazoles

An improved ultrasound assisted green synthesis of 1-substituted 1H-1,2,3,4-tetrazoles via a novel isocyanide based multicomponent click reaction (IMCCR) under mild, solvent, catalyst and column-free conditions has been developed. This new, green and sust

Cu2(OTf)2-catalyzed and microwave-controlled preparation of tetrazoles from nitriles and organic azides under mild, safe conditions

Avoiding hazards: Cu2(OTf)2·C 6H6 (OTf = O3SCF3) is the catalyst of choice for the [3+2] cycloaddition of organic azides and ethyl cyanoformate or related nitriles (see scheme; PG = protect

A facile synthesis of 1-substituted-1H-1,2,3,4-tetrazoles catalyzed by ytterbium triflate hydrate

A series of 1-substituted 1H-1,2,3,4-tetrazole compounds have been synthesized in good yields from amines, triethyl orthoformate, and sodium azide through the catalyzed reaction with Yb(OTf)3. Some of the 1-substituted 1H-1,2,3,4-tetrazole compounds showed strong phytocidal activity. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Pyrrolidine modulators of chemokine receptor activity

The present invention is directed to pyrrolidine compounds of the formula 1: (wherein R1, R2, R3, R4, R5, R6and n are defined herein) which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptors CCR-5 and/or CCR-3.

Tetrazole compounds and pharmaceutical agents containing such derivative

PCT No. PCT/JP96/03801 Sec. 371 Date Jun. 29, 1998 Sec. 102(e) Date Jun. 29, 1998 PCT Filed Dec. 26, 1996 PCT Pub. No. WO97/24339 PCT Pub. Date Oct. 7, 1997A tetrazole derivative of formula (I) wherein R is H, alkyl, alkoxy, carbocyclic ring, alkyl or alkoxy substituted by carbocyclic ring; AA1 and AA2 is a bond or and respectively, or AA1 and AA2, together, may have the formula (a); and Y is formula (b) wherein the Tet ring is tetrazole; Z is alkylene, alkenylene, O, S, SO, SO2, NR26, methylene in alkylene replaced by O, S, -SO-, -SO2- or -NR26-; and E is H, alkyl, or COOR27.

INTRODUCTION OF SUBSTITUENTS INTO 5-MEMBERED AZA-HETEROAROMATICS

With emphasis on mono- and regio-selectively, methods for introduction of substituents at nitrogen and carbon atoms of 5-membered aza-heteroaromatics have been developed.The methods involve application of activation and of assistant groups for direction and protection.Activation has been achieved by the use of quaternary azolium ions and azol-N-oxides as reactive intermediates.If necessary, the N-oxides were further activated by alkylation or acylation.