377627
2-亚氨基-1-咪唑啉乙酸
98%
别名:
1-羧甲基-2-亚氨基咪唑烷, 环肌酸
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关于此项目
经验公式（希尔记法）:
C5H9N3O2
化学文摘社编号:
分子量:
143.14
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
Form:
solid
InChI
1S/C5H9N3O2/c6-5-7-1-2-8(5)3-4(9)10/h1-3H2,(H2,6,7)(H,9,10)
SMILES string
OC(=O)CN1CCNC1=N
InChI key
AMHZIUVRYRVYBA-UHFFFAOYSA-N
assay
98%
form
solid
solubility
1 M HCl: soluble 25 mg/mL, clear, colorless
functional group
carboxylic acid
Quality Level
General description
2-亚氨基-1-咪唑烷乙酸（环肌酸）是肌酸的一种类似物。据报道，它在某些移植的人或啮齿类肿瘤体内展现出了抗肿瘤的效果。 它被报道为肌酸激酶的一种有效底物。 它是一种抗癌和神经保护剂。通过X射线衍射方法研究了环肌酸的晶体结构。据报道，它在单斜晶系中结晶为两性离子。
Application
2-亚氨基-1-咪唑烷乙酸（环肌酸）适用于研究环肌酸对裸鼠皮下移植的LS174T人结肠腺癌的生长抑制作用。 它可用于评估脑型肌酸激酶（CKB）在香烟烟雾诱导的支气管上皮细胞衰老中的作用。
心脏线粒体呼吸作用免受甲基乙二醛抑制的保护剂
霍奇金病衍生细胞系的生长抑制
在大鼠肝癌发生模型中作用的研究
霍奇金病衍生细胞系的生长抑制
在大鼠肝癌发生模型中作用的研究
Biochem/physiol Actions
可以保护组织免受缺血性损伤的肌酸类似物；通过肌酸激酶可以降低 ATP 的合成率，还可抑制肿瘤细胞系的增殖，特征就是高水平的肌酸激酶表达。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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
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
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)
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
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