(2-Iminoimidazolidin-1-yl)acetic acid

Names

[ Name ]:
(2-Iminoimidazolidin-1-yl)acetic acid

[Synonym ]:
2-(2-amino-4,5-dihydroimidazol-1-yl)acetic acid
MFCD00134455
(2-Iminoimidazolidin-1-yl)acetic acid
(2-Amino-4,5-dihydro-1H-imidazol-1-yl)acetic acid
1H-Imidazole-1-acetic acid, 2-amino-4,5-dihydro-

Biological Activity

[Description]:

Cyclocreatine is a Creatine analogue and acts as a potent bioenergetic protective agent by providing high levels of ATP. Cyclocreatine crosses membranes, enters the brain, and can be phosphorylated and dephosphorylated by creatine kinases[1].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Others >> Others

[References]

[1]. Salwa A Elgebaly, et al. Cyclocreatine protects against ischemic injury and enhances cardiac recovery during early reperfusion. Expert Rev Cardiovasc Ther. 2019 Sep;17(9):683-697.

[2]. Tyler K Ulland, et al. TREM2 Maintains Microglial Metabolic Fitness in Alzheimer's Disease. Cell. 2017 Aug 10;170(4):649-663.e13.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
278.4±42.0 °C at 760 mmHg

[ Melting Point ]:
25-28 °C(lit.)

[ Molecular Formula ]:
C₅H₉N₃O₂

[ Molecular Weight ]:
143.144

[ Flash Point ]:
122.2±27.9 °C

[ Exact Mass ]:
143.069473

[ PSA ]:
76.42000

[ LogP ]:
-1.99

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.660

[ Storage condition ]:
-20°C Freezer

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933990090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Synergistic action of dendritic mitochondria and creatine kinase maintains ATP homeostasis and actin dynamics in growing neuronal dendrites.

J. Neurosci. 35(14) , 5707-23, (2015)

The distribution of mitochondria within mature, differentiated neurons is clearly adapted to their regional physiological needs and can be perturbed under various pathological conditions, but the func...

Pharmacological identification of a guanidine-containing β-alanine analogue with low micromolar potency and selectivity for the betaine/GABA transporter 1 (BGT1).

Neurochem. Res. 39(10) , 1988-96, (2014)

The γ-aminobutyric acid (GABA) transporters (GATs) are key membrane transporter proteins involved in the termination of GABAergic signaling at synapses in the mammalian brain and proposed drug targets...

Cyclocreatine inhibits stimulated motility in tumor cells possessing creatine kinase.

Int. J. Cancer 78(1) , 46-52, (1998)

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 kin...