377627
2-Imino-1-imidazolidineacetic acid
98%
Synonyme(s) :
1-Carboxymethyl-2-iminoimidazolidine, Cyclocreatine
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1 G
121.00 CHF
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1 G
121.00 CHF
About This Item
Formule empirique (notation de Hill):
C5H9N3O2
Numéro CAS:
Poids moléculaire :
143.14
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22
Produits recommandés
Niveau de qualité
Essai
98%
Forme
solid
Solubilité
1 M HCl: soluble 25 mg/mL, clear, colorless
Groupe fonctionnel
carboxylic acid
Chaîne SMILES
OC(=O)CN1CCNC1=N
InChI
1S/C5H9N3O2/c6-5-7-1-2-8(5)3-4(9)10/h1-3H2,(H2,6,7)(H,9,10)
Clé InChI
AMHZIUVRYRVYBA-UHFFFAOYSA-N
Catégories apparentées
Description générale
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.[1] It is reported as an efficient substrate for creatine kinase.[2] 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.[3]
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.[1] 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.[4]
Protectant against inhibition of cardiac mitochondrial respiration by methylglyoxal
Growth inhibition of Hodgkin disease-derived cell lines
Investigations into effects in rat hepatocarcinogenesis model
Growth inhibition of Hodgkin disease-derived cell lines
Investigations into effects in rat hepatocarcinogenesis model
Actions biochimiques/physiologiques
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.
Mention d'avertissement
Warning
Mentions de danger
Conseils de prudence
Classification des risques
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Organes cibles
Respiratory system
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
Équipement de protection individuelle
dust mask type N95 (US), Eyeshields, Gloves
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Les clients ont également consulté
B A Teicher et al.
Cancer chemotherapy and pharmacology, 35(5), 411-416 (1995-01-01)
Cyclocreatine, an analog of creatine, is an efficient substrate for creatine kinase, but its phosphorylated form is a poor phosphate donor in comparison with creatine phosphate. Cyclocreatine was not very cytotoxic upon 24 h of exposure of human SW2 small-cell
Vijay Pralhad Kale et al.
Regulatory toxicology and pharmacology : RTP, 117, 104750-104750 (2020-08-04)
Cyclocreatine (LUM-001), a creatine analog, was evaluated for its nonclinical toxicity in Sprague Dawley (SD) rats. Deionized water as a vehicle control article or cyclocreatine was administered by oral gavage twice daily (approximately 12 ± 1 h apart) at 30, 100 and 300 mg/kg/dose
C A Kristensen et al.
British journal of cancer, 79(2), 278-285 (1999-01-15)
Creatine (Cr) and cyclocreatine (cyCr) have been shown to inhibit the growth of a variety of human and murine tumours. The purpose of this study was to evaluate the anti-tumour effect of these molecules in relation to drug accumulation, energy
Cyclocreatine, an anticancer and neuroprotective agent. Spectroscopic, structural and theoretical study.
Pis-Diez R, et al.
Journal of Molecular Structure, 975(1), 303-309 (1995)
N Askenasy et al.
The American journal of physiology, 273(2 Pt 1), C741-C746 (1997-08-01)
Creatine kinase (CK) has been implicated in affecting cell growth, and the CK substrates creatine (Cr) and cyclocreatine (CyCr) have been shown to have anti-tumor activity. The influence of Cr and CyCr on liver regeneration following major hepatectomy was evaluated
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