377627
2-Imino-1-imidazolidineacetic acid
98%
Sinonimo/i:
1-Carboxymethyl-2-iminoimidazolidine, Cyclocreatine
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1 G
122,00 €
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1 G
122,00 €
About This Item
Formula empirica (notazione di Hill):
C5H9N3O2
Numero CAS:
Peso molecolare:
143.14
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22
Prodotti consigliati
Livello qualitativo
Saggio
98%
Stato
solid
Solubilità
1 M HCl: soluble 25 mg/mL, clear, colorless
Gruppo funzionale
carboxylic acid
Stringa SMILE
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)
AMHZIUVRYRVYBA-UHFFFAOYSA-N
Categorie correlate
Descrizione generale
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]
Applicazioni
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
Azioni biochim/fisiol
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.
Avvertenze
Warning
Indicazioni di pericolo
Consigli di prudenza
Classi di pericolo
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Organi bersaglio
Respiratory system
Codice della classe di stoccaggio
11 - Combustible Solids
Classe di pericolosità dell'acqua (WGK)
WGK 3
Punto d’infiammabilità (°F)
Not applicable
Punto d’infiammabilità (°C)
Not applicable
Dispositivi di protezione individuale
dust mask type N95 (US), Eyeshields, Gloves
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I clienti hanno visto anche
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 B Cuono et al.
Plastic and reconstructive surgery, 101(6), 1597-1603 (1998-05-16)
A general understanding of the pivotal role of phosphocreatine (PCr) as the principal determinant of skin flap survival is now emerging. Definitive metabolic investigations using phosphorus (31P) and proton (1H) magnetic resonance spectroscopy (MRS) have established that the inability to
J S Cantwell et al.
Biochemistry, 40(10), 3056-3061 (2001-03-22)
Creatine kinase (CK) catalyzes the reversible phosphorylation of the guanidine substrate, creatine, by MgATP. Although several X-ray crystal structures of various isoforms of creatine kinase have been published, the detailed catalytic mechanism remains unresolved. A crystal structure of the CK
R T Matthews et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 18(1), 156-163 (1998-01-24)
The gene defect in Huntington's disease (HD) may result in an impairment of energy metabolism. Malonate and 3-nitropropionic acid (3-NP) are inhibitors of succinate dehydrogenase that produce energy depletion and lesions that closely resemble those of HD. Oral supplementation with
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