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
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
质量水平
方案
98%
表单
solid
溶解性
1 M HCl: soluble 25 mg/mL, clear, colorless
官能团
carboxylic acid
SMILES字符串
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
一般描述
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。
应用
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
生化/生理作用
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。
警示用语：
Warning
危险声明
危险分类
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
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
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
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 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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