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377627

Sigma-Aldrich

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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1 G
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1 G
$122.00

About This Item

经验公式（希尔记法）:
C5H9N3O2
CAS号:
35404-50-3
分子量:
143.14
MDL编号:
MFCD00134455
UNSPSC代码:
12352100
PubChem化学物质编号:
24863514
NACRES:
NA.22

$122.00

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质量水平

100

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

相关类别

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。[1] 它被报道为肌酸激酶的一种有效底物。[2] 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。[3]

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。[1] 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。[4]
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

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。

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315,H319,H335

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCM6752
MKCK4340
MKCB5135
MKBZ5467V
MKBW3922V

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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 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
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
P T Mulvaney et al.
International journal of cancer, 78(1), 46-52 (1998-09-02)
Cyclocreatine (1-carboxymethyl-2-iminoimidazolidine), an analog of creatine and a substrate for creatine kinase (EC 2.7.3.2), inhibits the stimulated motility of tumor cells which possess creatine kinase. A2058-055 human melanoma cells, transfected with a creatine kinase gene, showed an 80-90% reduction in
Y S Schiffenbauer et al.
Cancer research, 55(1), 153-158 (1995-01-01)
Cyclocreatine, an analogue of creatine, inhibits tumor cell proliferation in vitro and in vivo. The effects of cyclocreatine in large C6 glioma multicellular spheroids were mapped here by magnetic resonance microscopy. Diffusion-weighted images of C6 glioma spheroids resolved the bright
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