35404-50-3

Basic information

• Product Name: CYCLOCREATINE
• Synonyms: CYCLOCREATINE;2-IMINO-1-IMIDAZOLIDINEACETIC ACID;1-CARBOXYMETHYL-2-IMINOIMIDAZOLIDINE;1-Carboxymethyl-2-iminoimidazolidin;2-Amino-4,5-dihydro-1H-Imidazole-1-acetic Acid;(2-Iminoimidazolidin-1-yl)acetic acid;Cyclocreatine, 1-Carboxymethyl-2-iminoimidazolidine;1H-Imidazole-1-aceticacid, 2-amino-4,5-dihydro-
• CAS NO: 35404-50-3
• Molecular Formula: C₅H₉N₃O₂
• Molecular Weight: 143.14
• Product Categories: Heterocyclic Compounds;Heterocycles;Inhibitors
• Mol File: 35404-50-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 322-326?C
• Boiling Point: 350 °C at 760 mmHg
• Flash Point: 165.5 °C
• Appearance: /
• Density: 1.56 g/cm³
• Vapor Pressure: 7.83E-06mmHg at 25°C
• Refractive Index: 1.659
• Storage Temp.: -20°C Freezer
• Solubility: 1 M HCl: soluble25mg/mL, clear, colorless
• CAS DataBase Reference: CYCLOCREATINE(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOCREATINE(35404-50-3)
• EPA Substance Registry System: CYCLOCREATINE(35404-50-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 35404-50-3(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Cyclocreatine is used to regulate creatine biosynthesis by suppressing the level of arginine:glycine amidinotransferase in chick liver.

InChI:InChI=1/C5H9N3O2/c6-5-7-1-2-8(5)3-4(9)10/h1-3H2,(H2,6,7)(H,9,10)

Synthetic route

CYANAMID (420-04-2) + N-(2-Aminoethyl)glycine (24123-14-6) → 1-carboxymethyl-2-iminoimidazolidine (35404-50-3)

Conditions	Yield
In water at 70℃; for 27.5h; Temperature;	58%

1-carboxymethyl-3-benzyl-2-iminoimidazolidine (63784-10-1) → 1-carboxymethyl-2-iminoimidazolidine (35404-50-3)

Conditions	Yield
With sodium In water Product distribution / selectivity;

1-carboxymethyl-2-iminoimidazolidine (35404-50-3) → dilithium 1-carboxymethyl-3-phosphono-2-iminoimidazolidine

Conditions	Yield
Stage #1: 1-carboxymethyl-2-iminoimidazolidine With lithium hydroxide; trichlorophosphate for 2h; Heating / reflux; Stage #2: With hydrogenchloride In water Product distribution / selectivity;
Stage #1: 1-carboxymethyl-2-iminoimidazolidine With lithium hydroxide; water; trichlorophosphate In water at -20 - 0℃; for 2h; Stage #2: With hydrogenchloride In water pH=7.2; Product distribution / selectivity;

maleic acid (110-16-7) + 1-carboxymethyl-2-iminoimidazolidine (35404-50-3) → cyclocreatine maleate

Conditions	Yield
In ethanol; water for 0.0833333h;

oxalic acid (144-62-7) + 1-carboxymethyl-2-iminoimidazolidine (35404-50-3) → cyclocreatine oxalate

Conditions	Yield
In ethanol; water for 0.0833333h;

benzenesulfonic acid (98-11-3) + 1-carboxymethyl-2-iminoimidazolidine (35404-50-3) → cyclocreatine benzenesulfonate

Conditions	Yield
In dichloromethane; water for 0.166667h;

Upstream product

• 420-04-2 CYANAMID 
• 24123-14-6 N-(2-Aminoethyl)glycine 
• 63784-10-1 1-carboxymethyl-3-benzyl-2-iminoimidazolidine 

Relevant articles and documents

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PROCESS FOR STRAIGHTENING KERATIN FIBRES WITH A HEATING MEANS AND DENATURING AGENTS

The invention relates to a process for straightening keratin fibres, comprising: (i) a step in which a straightening composition containing at least two denaturing agents is applied to the keratin fibres, (ii) a step in which the temperature of the keratin fibres is raised, using a heating means, to a temperature of between 110 and 250° C.

PHOSPHAGEN SYNTHESIS

Cyclocreatine phosphate can be prepared in large quantities from inexpensive starting materials to afford a stable product.