CID 10909711

Base Information

• Chemical Name: CID 10909711
• CAS No.: 4023-02-3
• Molecular Formula: C4H6N4^.HCl
• Molecular Weight: 146.579
• Hs Code.: 29339900
• Mol file: 4023-02-3.mol

Synonyms:

Chemical Property of CID 10909711

Chemical Property:

• Appearance/Colour: white to light yellow crystals or crystalline
• Vapor Pressure: 0.00111mmHg at 25°C
• Melting Point: 167-170 °C(lit.)
• Boiling Point: 891.5oC at 760 mmHg。 产品描述 安全性：
• Flash Point: 493oC
• PSA: 67.69000
• Density: 2.2 g/cm3
• LogP: 1.22670
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Soluble
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 146.0359239
• Heavy Atom Count: 9
• Complexity: 94.7

Purity/Quality:

99% ^*data from raw suppliers

1H-Pyrazole-1-carboxamidine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,C
• Statements: 36/37/38-36/37-34
• Safety Statements: 26-37/39-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN(N=C1)C(=[NH2+])N.[Cl-]
• Uses: 1H-Pyrazole-1-carboxamidine hydrochloride may be used in the following studies: ? Preparation of guanidylated hollow fiber membranes. ? Guanylation of amines and in peptide synthesis. ? Synthesis of bis-guanidinium-cholesterol derivatives. 1H-Pyrazole-1-carboxamidine hydrochloride is a stable and versatile reagent for the efficient and chemically specific guanylation of sterically unhindered primary and secondary aliphatic amines under mild conditions. 1H-Pyrazole-1-carboxamidine hydrochloride is a useful reagent in peptide synthesis

Technology Process of CID 10909711

There total 6 articles about CID 10909711 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: 99.0%

tert-butyl (1H-pyrazol-1-ylcarbonoimidoyl)carbamate (152120-61-1) → 1H-pyrazole-1-carboximidamide hydrochloride (4023-02-3)

Guidance literature:

With sulfuric acid; sodium chloride; In neat (no solvent); at 20 ℃; for 3h; Sealed tube;

DOI:10.1039/d1ob00728a

Reference yield: 98.0%

CYANAMID (420-04-2) + 1H-pyrazole hydrochloride (35877-22-6) → 1H-pyrazole-1-carboximidamide hydrochloride (4023-02-3)

Guidance literature:

at 80 ℃; for 0.1h;

DOI:10.1016/j.tetlet.2004.10.114

Reference yield: 95.0%

NH-pyrazole (288-13-1) + CYANAMID (420-04-2) → 1H-pyrazole-1-carboximidamide hydrochloride (4023-02-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 2h; Heating;

DOI:10.1021/jo00034a059

upstream raw materials:

NH-pyrazole

CYANAMID

1H-pyrazole hydrochloride

malonaldehydebis(dimethylacetal)

Downstream raw materials:

tert-butyl (1H-pyrazol-1-ylcarbonoimidoyl)carbamate

N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine

N-cyclohexylguanidine hydrochloride

1-guanidino-4-methoxybenzene hydrochloride

Refernces

Solid-phase synthesis of cyclic peptide chitinase inhibitors: SAR of the argifin scaffold

10.1039/b815077j

The research focuses on the development of an efficient all-solid-phase synthesis method for argifin, a natural product cyclic pentapeptide chitinase inhibitor. The purpose of this study was to improve the synthesis process, overcome side reactions, and provide valuable structure-activity relationship (SAR) data for the argifin scaffold. The researchers successfully developed a new synthesis approach that avoids aspartimide formation during deprotection, using a novel aqueous acidolysis procedure. They also synthesized a series of argifin analogues based on the X-ray structure of argifin in complex with a representative family 18 chitinase, which highlighted the key role of the Arg(MC)-MePhe dipeptide in binding. The chemicals used in the process included Fmoc-protected amino acids, PyBOP/DIPEA for peptide coupling, Pd(Ph3P)4/PhSiH3 for allyl ester cleavage, and various reagents for side-chain manipulation and deprotection, such as 1H-pyrazole-1-carboxamidine hydrochloride and N-succinimidyl N-methylcarbamate. The conclusions drawn from the study emphasized the efficiency of the all-solid-phase route to argifin and its potential for automation and scale-up, as well as the importance of specific residues in the binding affinity of chitinase inhibitors.