Carbamimidoylazanium Chloride

Base Information

• Chemical Name: Carbamimidoylazanium Chloride
• CAS No.: 50-01-1
• Molecular Formula: CH5N3.HCl
• Molecular Weight: 95.5317
• Hs Code.: 29252000
• Mol file: 50-01-1.mol

Synonyms:GuCl;CHEBI:32735;Carbamimidoylazanium Chloride;m-guanidinium chloride

Chemical Property of Carbamimidoylazanium Chloride

Chemical Property:

• Appearance/Colour: White cryst. powder
• Vapor Pressure: 1.13mmHg at 25°C
• Melting Point: 180-185 °C(lit.)
• Refractive Index: n20/D 1.465
• Boiling Point: 132.9 °C at 760 mmHg
• Flash Point: 34.2 °C
• PSA: 75.89000
• Density: 1.18 g/mL at 25 °C(lit.)
• LogP: 1.14090
• Storage Temp.: Store at RT.
• Sensitive.: Hygroscopic
• Solubility.: H2O: 6 M, clear, colorless
• Water Solubility.: 2280 g/L (20 ºC)
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 95.0250249
• Heavy Atom Count: 5
• Complexity: 18.8

Purity/Quality:

99.9% ^*data from raw suppliers

Guanidine Hydrochloride 7M Solution ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/38
• Safety Statements: 26-36-22

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(=[NH2+])(N)N.[Cl-]
• description: Guanidine hydrochloride is a strong organic base existing primarily as guanidium ions at physiological pH. It is found in the urine as a normal product of protein metabolism. It is also used in laboratory research as a protein denaturant.It is also used in the treatment of myasthenia and as a fluorescent probe in HPLC. Guanidine Hydrochloride is the hydrochloride salt form of guanidine, a strong basic compound with parasympathomimetic activity. Guanidine hydrochloride enhances the release of acetylcholine following a nerve impulse and potentiates acetylcholine actions on muscarinic and nicotinic receptors. It also appears to slow the rates of depolarization and repolarization of muscle cell membranes. Guanidine Hydrochloride is a powerful, chaotropic agent which is widely used for purification of proteins and nucleic acids. Guanidine Hydrochloride is useful for denaturation and refolding of proteins as well as in the recovery of periplasmic proteins and isolation of RNA. At higher concentrations, this strong denaturant has been reported to solubilize denatured insoluble proteins such as inclusion bodies. When utilized at lower concentrations, Guanidine Hydrochloride is noted to be useful in prompting the refolding of denatured proteins. Guanidine Hydrochloride is also been reported to allow return of enzymatic activity in protocols using Guanidine Hydrochloride as a first step. Guanidine Hydrochloride is an inhibitor of RNase. Guanidine hydrochloride is used for purification of proteins and nucleic acids. It can be used as a medicine, organic synthesis intermediate and is used in dyes. It acts as an intermediate in the preparation of sulfadiazine, which is an important raw material for sulfamethyldiazine, sulfamethazine and folic acid. It is utilized in the synthesis of 2-amino-pyrimidine, 2-amino-6-methyl-pyrimidine and 2-amino-4,6-dimethyl-pyrimidine. Also used in RNA isolation to dissociate nucleoproteins and inhibit RNase.
• Uses: Guanidine hydrochloride is used in RNA isolation to dissociate nucleoproteins and inhibit RNase. Strong chaotropic agent useful for the denaturation and subsequent refolding of proteins. This strong denaturant can solubilize insoluble or denatured proteins such as inclusion bodies. This can be used as the first step in refolding proteins or enzymes into their active form. Urea and dithiothreitol (DTT) may also be necessary. Used to synthesis medicine, pesticide, dye and other organic compound, is the important material to make sulfanilamide medicine and folacin, and can be used as anti-static agent of compound fibre. Guanidine hydrochloride is used for purification of proteins and nucleic acids. It can be used as a medicine, organic synthesis intermediate and is used in dyes. It acts as an intermediate in the preparation of sulfadiazine, which is an important raw material for sulfamethyldiazine, sulfamethazine and folic acid. It is utilized in the synthesis of 2-amino-pyrimidine, 2- amino -6- methyl-pyrimidine and 2-amino -4,6 - dimethyl-pyrimidine. Also used in RNA isolation to dissociate nucleoproteins and inhibit RNase.

Technology Process of Carbamimidoylazanium Chloride

There total 22 articles about Carbamimidoylazanium Chloride 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: 78.0%

guanidinium trinitromethanide → guanidine hydrochloride (50-01-1)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 0 ℃; Product distribution;

DOI:10.1039/P29890001237

Reference yield:

tetrachloromethane (56-23-5) → ammonium dicyanamide + dicyandiamide (127099-85-8,780722-26-1) + hexachloroethane (67-72-1) + ammonium chloride + guanidine hydrochloride (50-01-1)

Guidance literature:

With ammonia; In tetrachloromethane; other Radiation; γ-radiation of NH3 soln. in CCl4 at 25°C; mechanism discussed; further products and further intermediates;;

DOI:10.1021/ja01092a013

Reference yield:

ammonium bicarbonate (1066-33-7,6721-33-1,10361-29-2) → guanidine hydrochloride (50-01-1)

Guidance literature:

upstream raw materials:

N₁-methyl biguanide hydrochloride

urea

N-Cyanoguanidine

tetrachloromethane

Downstream raw materials:

2-amino-6-methyl-3H-pyrimidin-4-one

2-amino-1,3,5-triazine

2-aminopyrimidine

2-amino-6-methyl-5,6-dihydro-3H-pyrimidin-4-one

Refernces

Peptide bond formation mediated by 4,5-dimethoxy-2-mercaptobenzylamine after periodate oxidation of the N-terminal serine residue.

10.1021/ol0157813

The study presents a novel strategy for synthesizing polypeptides using recombinant proteins, which are nonprotected peptides, in conjunction with S-alkyl peptide thioesters as building blocks. The method involves oxidizing the N-terminal serine of a peptide to form an Nr-glyoxyloyl peptide, which then undergoes reductive amination with 4,5-dimethoxy-2-(triphenylmethylthio)benzylamine to attach a thiol linker. This results in an Nr-4,5-dimethoxy-2-mercaptobenzyl glycyl peptide, which can be condensed with a peptide thioester to form a peptide bond. The innovative aspect of this approach is the use of the 4,5-dimethoxy-2-mercaptobenzyl (Dmmb) group as a linker, which can be removed under acidic conditions, allowing for the synthesis of peptides with native peptide bonds. The study demonstrates this method using a model sequence and shows the successful preparation of a thiol linker-attached peptide for condensation with peptide thioesters, providing a useful method for peptide synthesis in a neutral aqueous environment without the need for protecting groups.

Design, synthesis and biological evaluation of quinazoline derivatives as anti-trypanosomatid and anti-plasmodial agents

10.1016/j.ejmech.2015.04.028

The research focuses on the design, synthesis, and biological evaluation of quinazoline derivatives as potential anti-trypanosomatid and anti-plasmodial agents. The main content involves the rational design of these compounds based on docking studies of dihydrofolate reductase (DHFR) and pteridin reductase (PTR) structures from Trypanosoma cruzi, Leishmania major, and Plasmodium vivax. The synthesis of nine quinazoline derivatives (1e9) was achieved through a series of chemical reactions involving reagents such as guanidine hydrochloride, acetic anhydride, and sodium borohydride, among others. The synthesized compounds were then biologically evaluated for their in vitro activity against T. cruzi and L. mexicana, as well as for cytotoxicity using the Vero cell line. Additionally, in vivo assays were conducted on a Plasmodium berghei mouse model to assess antiplasmodial activity. The experiments included trypanocidal and antileishmanial assays, cytotoxicity studies, in vivo antimalarial assays, ABTS assays to measure antioxidant capacity, and DHFR inhibition studies. Analytical techniques used throughout the research comprised various spectroscopic methods (IR, NMR, MS), melting point determinations, and elemental analyses to confirm the structures and purities of the synthesized compounds.

Simple, multicomponent, ecofriendly, microwave-mediated route for the synthesis of antimicrobial 2-amino-6-aryl-4-(3 h)-pyrimidinones

10.1080/00397911.2013.807517

The research aimed to develop a simple, multicomponent, ecofriendly, and microwave-mediated route for the synthesis of antimicrobial 2-amino-6-aryl-4-(3H)-pyrimidinones. These compounds are known for their wide array of biological activities, including antimicrobial properties. The study successfully synthesized 10 such pyrimidinones in good chemical yields (44–67%), with four of them being new to the literature. The synthesized compounds were evaluated for their antimicrobial activity against Bacillus subtilis, Escherichia coli, Pseudomonas aeruginosa, and Staphylococcus aureus, with two of the compounds showing significant activity against P. aeruginosa and S. aureus, which are major pathogens in nosocomial infections. The chemicals used in the process included aromatic aldehydes, ethyl cyanoacetate, guanidine hydrochloride, and potassium carbonate, with the reactions being mediated by microwaves to accelerate the synthesis process. The study concluded that the microwave-mediated multicomponent strategy was effective in synthesizing these pyrimidinones, which have potential as broad-spectrum antimicrobial agents.

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