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Merck
모든 사진(1)

주요 문서

377627

Sigma-Aldrich

2-Imino-1-imidazolidineacetic acid

98%

동의어(들):

1-Carboxymethyl-2-iminoimidazolidine, Cyclocreatine

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크기 선택

1 G
₩124,033

₩124,033


구입 가능 여부는 고객센터에 문의하십시오.

벌크 견적 요청

크기 선택

보기 변경
1 G
₩124,033

About This Item

실험식(Hill 표기법):
C5H9N3O2
CAS Number:
Molecular Weight:
143.14
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

₩124,033


구입 가능 여부는 고객센터에 문의하십시오.

벌크 견적 요청

Quality Level

분석

98%

양식

solid

solubility

1 M HCl: soluble 25 mg/mL, clear, colorless

작용기

carboxylic acid

SMILES string

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)

InChI key

AMHZIUVRYRVYBA-UHFFFAOYSA-N

일반 설명

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]

애플리케이션

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

생화학적/생리학적 작용

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.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


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문서 라이브러리 방문

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
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
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
R W Wiseman et al.
The Journal of biological chemistry, 270(21), 12428-12438 (1995-05-26)
The hypothesis tested was whether creatine kinase (CK) equilibrates with its substrates and products in the cytosol as if in solution. We used the creatine analogs cyclocreatine (cCr) or beta-guanidopropionate (beta GPA) to test if mass action ratios (gamma) for
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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