3-(1H-tetrazol-5-yl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole

Product Name: 3-(1H-tetrazol-5-yl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole
CAS No.: 851776-28-8
Chemical Name: 3-(1H-tetrazol-5-yl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole
Synonyms: CS-2076;MK 0354;MK-0354 (MK0354);3-(1H-tetrazol-5-yl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole;Cyclopentapyrazole, 1,4,5,6-tetrahydro-3-(2H-tetrazol-5-yl)-;1,4,5,6-Tetrahydro-3-(1H-tetrazol-5-yl)cyclopenta[c]pyrazole;1,4,5,6-Tetrahydro-3-(1H-tetrazol-5-yl)cyclopenta[c]pyrazole(MK-0354)
CBNumber: CB92515905
Molecular Formula: C7H8N6
Formula Weight: 176.18
MOL File: 851776-28-8.mol

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3-(1H-tetrazol-5-yl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole Property

Boiling point:: 535.3±60.0 °C(Predicted)
Density: 1.554±0.06 g/cm3(Predicted)
storage temp.: Store at -20°C
solubility: DMSO : ≥ 36 mg/mL (204.34 mM)
form: Solid
pka: 16.46±0.20(Predicted)
color: Light yellow to khaki

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

ChemScene

Product number: CS-4589
Product name: MK-0354
Purity: 98.03%
Packaging: 5mg
Price: $180
Updated: 2021/12/16

ChemScene

Product number: CS-4589
Product name: MK-0354
Purity: 98.03%
Packaging: 10mg
Price: $264
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: INB0001289
Product name: MK-0354
Purity: 99.00%
Packaging: 10MG
Price: $305.55
Updated: 2021/12/16

ChemScene

Product number: CS-4589
Product name: MK-0354
Purity: 98.03%
Packaging: 50mg
Price: $792
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: INB0001289
Product name: MK-0354
Purity: 99.00%
Packaging: 50MG
Price: $1269.35
Updated: 2021/12/16

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3-(1H-tetrazol-5-yl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole Chemical Properties,Usage,Production

Uses

MK-0354 is a partial agonist of GPR109a receptor, for hGPR109a/ mGPR109a with EC50 of 1.65/1.08 μM, showed no activation of GPR109b. IC50 value: 1.65 μM (EC50, for hGPR109a), 1.08 μM (EC50, for mGPR109a) [1] Target: GPR109a in vitro: MK-0354 demonstrated clear and statistically significant partial agonism in the cAMP assays for both the mouse and human receptors with efficacy approximately 60-70% of that of either nicotinic acid or β-hydroxy butyrate, a putative physiologically relevant ligand for hGPR109a, in the same assay platform. In addition, MK-0354 showed no activation of GPR109b in the cAMP assay at any concentration up to 100 μM. Following these interesting observations, we then prepared a number of other 5,5-fused pyrazoles analogous to those that showed receptor activity in our earlier studies. MK-0354 appeared to be somewhat unique among the members of the pyrazole tetrazole series in having reasonable receptor activity.[1] in vivo: MK-0354 retained the plasma free fatty acid lowering effects in mice associated with GPR109a agonism, but did not induce vasodilation at the maximum feasible dose. Moreover, preadministration of MK-0354 blocked the flushing effect induced by nicotinic acid but not that induced by PGD2. This profile made MK-0354 a suitable candidate for further study for the treatment of dyslipidemia.[1] MK-0354 is a GPR109A partial agonist that activates the antilipolytic pathway in adipocytes. The single-dose and multiple-dose pharmacokinetics and pharmacodynamics, as well as tolerability, of MK-0354 were examined in two Phase I studies conducted in healthy male volunteers. The lipid efficacy of MK-0354 was assessed in a Phase II study conducted in male and female patients with dyslipidemia.[2]

References

[1] Semple G, et al. 3-(1H-Tetrazol-5-yl)-1,4,5,6-tetrahydro-cyclopentapyrazole (MK-0354): A Partial Agonist of the Nicotinic Acid Receptor, G-Protein Coupled Receptor 109a, with Antilipolytic but No Vasodilatory Activity in Mice. J. Med. Chem., 2008, 51 (16) DOI:10.1021/jm800258p
[2] Lai E1, et al. Effects of a niacin receptor partial agonist, MK-0354, on plasma free fatty acids, lipids, and cutaneous flushing in humans. J Clin Lipidol. 2008 Oct;2(5):375-383. DOI:10.1016/j.jacl.2008.08.445

3-(1H-tetrazol-5-yl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole Preparation Products And Raw materials

Raw materials

Preparation Products

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3-(1H-tetrazol-5-yl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole Suppliers

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851776-28-8, 3-(1H-tetrazol-5-yl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazoleRelated Search:

3-(1H-tetrazol-5-yl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole

1,4,5,6-Tetrahydro-3-(1H-tetrazol-5-yl)cyclopenta[c]pyrazole(MK-0354)

1,4,5,6-Tetrahydro-3-(1H-tetrazol-5-yl)cyclopenta[c]pyrazole

MK 0354

CS-2076

Cyclopentapyrazole, 1,4,5,6-tetrahydro-3-(2H-tetrazol-5-yl)-

MK-0354 (MK0354)

851776-28-8

Partial agonist of Naicin receptor, GPR109a.