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377627 Sigma-Aldrich

2-Imino-1-imidazolidineacetic acid

98%

Synonym: 1-Carboxymethyl-2-iminoimidazolidine, Cyclocreatine

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Properties

Related Categories Antitumor Agents, Building Blocks, Cancer Research, Cell Biology, Chemical Synthesis,
InChI Key   AMHZIUVRYRVYBA-UHFFFAOYSA-N
assay   98%
solubility   1 M HCl: soluble 25 mg/mL, clear, colorless

Description

General description

2-Imino-1-imidazolidineacetic acid (cyclocreatine) is an analog of creatine. It is reported to exhibit antitumour effect in some transplanted human and rodent tumours in vivo. It is reported as an efficient substrate for creatine kinase. It is an anticancer and neuroprotective agent. The crystal structure of cyclocreatine has been studied by X-ray diffraction methods. It is reported to crystallize as a zwitterion in the monoclinic system.

Application

2-Imino-1-imidazolidineacetic acid (cyclocreatine) is suitable for use in a study to investigate the growth inhibitory effects of cyclocreatine on LS174T human colon adenocarcinoma implanted subdermally in nude mice. It may be used to evaluate the brain-type creatine kinase (CKB), to study the role of CKB in cigarette smoke-induced bronchial epithelial cell senescence.

Protectant against inhibition of cardiac mitochondrial respiration by methylglyoxal

Growth inhibition of Hodgkin disease-derived cell lines

Investigations into effects in rat hepatocarcinogenesis model

Packaging

1 g in glass bottle

Biochem/physiol Actions

Creatine analog that protects tissues from ischemic damage; decreases the rate of ATP production via creatine kinase and reduces the proliferation of tumor cell lines that are characterized by high levels of creatine kinase expression.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

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Milli-Q® Water Purification Solutions
Protocols & Articles
Peer-Reviewed Papers
15

References

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