Zoniporide hydrochloride

Base Information

• Chemical Name: Zoniporide hydrochloride
• CAS No.: 241800-97-5
• Molecular Formula: C₁₇H₁₆N₆O*ClH
• Molecular Weight: 356.815
• UNII: B2ZBB5T6KM
• DSSTox Substance ID: DTXSID4058520
• Wikidata: Q27274291
• Mol file: 241800-97-5.mol

Synonyms:Zoniporide hydrochloride;241800-97-5;Zoniporide monohydrochloride;Zoniporide (hydrochloride);UNII-B2ZBB5T6KM;B2ZBB5T6KM;5-cyclopropyl-N-(diaminomethylidene)-1-quinolin-5-ylpyrazole-4-carboxamide;hydrochloride;1H-pyrazole-4-carboxamide, N-(aminoiminomethyl)-5-cyclopropyl-1-(5-quinolinyl)-, hydrochloride (1:1);5-Cyclopropyl-N-(diaminomethylidene)-1-(quinolin-5-yl)-1H-pyrazole-4-carboxamide hydrochloride;Zoniporide HCl;D0C8PI;CP 597396 hydrochloride;MLS006010240;DTXSID4058520;Zoniporide hydrochloride < Prop INNM;AKOS040744963;EMD-392426;HY-105064B;SMR004701316;CS-0024864;E99001;J-015385;Q27274291;N-carbamimidoyl-5-cyclopropyl-1-(quinolin-5-yl)-1H-pyrazole-4-carboxamide hydrochloride;N''-[5-Cyclopropyl-1-(5-quinolyl)-1H-pyrazol-4-ylcarbonyl]guanidine hydrochloride monohydrate

Chemical Property of Zoniporide hydrochloride

Chemical Property:

• PSA: 112.18000
• LogP: 4.71610
• Storage Temp.: Desiccate at -20°C
• Solubility.: ≤1mg/ml in ethanol;10mg/ml in DMSO;10mg/ml in dimethyl formamide
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 356.1152369
• Heavy Atom Count: 25
• Complexity: 515

Purity/Quality:

99% ^*data from raw suppliers

Zoniporidedihydrochloride ≥99%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC1C2=C(C=NN2C3=CC=CC4=C3C=CC=N4)C(=O)N=C(N)N.Cl
• Uses: The sodium-hydrogen exchanger isoform-1 (NHE-1) is the most predominant isoform of the Na+/H+ exchanger and is expressed in the heart where it contributes to cardiomyocyte pH homeostasis. It plays an important role in the myocardial response to ischemia-reperfusion. Zoniporide inhibits human NHE-1 with an IC50 value of 14 nM, displaying greater than 150-fold selectivity over other NHE isoforms. It has been shown to reduce infarct size in a rabbit myocardial ischemia-reperfusion model without adversely affecting hemodynamics or cardiac function. In isolated heart, zoniporide reduced infarct size with an EC50 value of 0.25 nM. Zoniporide is a potent and selective inhibitor of human sodium-hydrogen exchanger isoform1(NHE-1) and protects against cardiac ischemia-reperfusion injury. Zoniporide Dihydrochloride, is a potent and selective inhibitor of human sodium-hydrogen exchanger isoform1(NHE-1) and protects against cardiac ischemia-reperfusion injury.

Technology Process of Zoniporide hydrochloride

There total 3 articles about Zoniporide hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

5-cyclopropyl-1-(quinolin-5-yl)-1H-pyrazole-4-carboxylic acid (241798-75-4) → [1-(quinolin-5-yl)-5-cyclopropyl-1H-pyrazole-4-carbonyl]guanidine hydrochloride (241800-97-5,241799-10-0)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 1 h / Heating / reflux

2: sodium hydroxide / tetrahydrofuran; water / 1.75 h / 40 °C / Heating / reflux

3: hydrogenchloride / tetrahydrofuran; water

With hydrogenchloride; sodium hydroxide; thionyl chloride; In tetrahydrofuran; water;

Reference yield:

5-cyclopropyl-1-quinolin-5-yl-1H-pyrazole-4-carboxylic acid chloride (340774-27-8) → [1-(quinolin-5-yl)-5-cyclopropyl-1H-pyrazole-4-carbonyl]guanidine hydrochloride (241800-97-5,241799-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / tetrahydrofuran; water / 1.75 h / 40 °C / Heating / reflux

2: hydrogenchloride / tetrahydrofuran; water

With hydrogenchloride; sodium hydroxide; In tetrahydrofuran; water;

Reference yield:

ethyl 5-cyclopropyl-1-(quinolin-5-yl)-1H-pyrazole-4-carboxylate (241798-48-1) → [1-(quinolin-5-yl)-5-cyclopropyl-1H-pyrazole-4-carbonyl]guanidine hydrochloride (241800-97-5,241799-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate / ethanol; toluene

2: hydrogenchloride / tetrahydrofuran; water

With hydrogenchloride; sodium methylate; In tetrahydrofuran; ethanol; water; toluene;

upstream raw materials:

5-cyclopropyl-1-(quinolin-5-yl)-1H-pyrazole-4-carboxylic acid

5-cyclopropyl-1-quinolin-5-yl-1H-pyrazole-4-carboxylic acid chloride

ethyl 5-cyclopropyl-1-(quinolin-5-yl)-1H-pyrazole-4-carboxylate

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