CAS 13395-35-2|2-Iminobiotin

Introduction:Basic information about CAS 13395-35-2|2-Iminobiotin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name2-Iminobiotin
CAS Number13395-35-2Molecular Weight243.326
Density1.6±0.1 g/cm3Boiling Point477.3±55.0 °C at 760 mmHg
Molecular FormulaC10H17N3O2SMelting Point/
MSDSChineseUSAFlash Point242.5±31.5 °C

Names

Name5-[(3aS,4S,6aR)-2-amino-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid
SynonymMore Synonyms

2-Iminobiotin BiologicalActivity

Description2-Iminobiotin (Guanidinobiotin) is a biotin (vitamin H or B7) analog. 2-Iminobiotin is a reversible nitric oxide synthases inhibitor with Kis of 21.8 and 37.5μM for murine iNOS and rat n-cNOS, respectively[1]. 2-Iminobiotin superimposes on hypothermia protects human neuronal cells from hypoxia-induced cell damage[2].
Related CatalogSignaling Pathways >>Immunology/Inflammation >>NO SynthaseResearch Areas >>Neurological Disease
Target

Nitric oxide synthases[1]

References

[1]. Sup SJ, et al. 2-Iminobiotin is an inhibitor of nitric oxide synthases. Biochem Biophys Res Commun. 1994 Oct 28;204(2):962-8.

[2]. Zitta K, et al. 2-Iminobiotin Superimposed on Hypothermia Protects Human Neuronal Cells from Hypoxia-Induced Cell Damage: An in Vitro Study. Front Pharmacol. 2018 Jan 11;8:971.

Chemical & Physical Properties

Density1.6±0.1 g/cm3
Boiling Point477.3±55.0 °C at 760 mmHg
Molecular FormulaC10H17N3O2S
Molecular Weight243.326
Flash Point242.5±31.5 °C
Exact Mass243.104141
PSA110.51000
LogP-0.36
Vapour Pressure0.0±2.6 mmHg at 25°C
Index of Refraction1.737
InChIKeyWWVANQJRLPIHNS-ZKWXMUAHSA-N
SMILESNC1=NC2C(CSC2CCCCC(=O)O)N1
Storage condition2~8°C

Safety Information

Personal Protective EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard CodesXi
Safety Phrases22-24/25
RIDADRNONH for all modes of transport
WGK Germany3

Articles28

More Articles
Influence of different classes of NO synthase inhibitors in the pig gastric fundus.

Naunyn Schmiedebergs Arch. Pharmacol. 356(4) , 488-94, (1997)

The inhibitory potency of different classes of nitric oxide synthase (NOS) inhibitors (amino acid-based substances, guanidines, isothioureas, imidazoles and indazoles) versus peripheral neuronal NOS i...

Intermolecular forces and energies between ligands and receptors.

Science 266(5183) , 257-9, (1994)

The recognition mechanisms and dissociation pathways of the avidin-biotin complex and of actin monomers in actin filaments were investigated. The unbinding forces of discrete complexes of avidin or st...

Effects of selective nitric oxide synthase inhibition on IGF-1, caspases and cytokines in a newborn piglet model of perinatal hypoxia-ischaemia.

Dev. Neurosci. 24(5) , 396-404, (2002)

Selective inhibition of neuronal and inducible nitric oxide synthase (NOS) with 2-iminobiotin previously showed a reduction in brain cell injury. In the present study, we investigated the effects of 2...

Synonyms

2izl
Guanidinobiotin Hexahydro-2-imino-1H-thieno[3,4-d]imidazole-4-pentanoic acid
1H-Thieno[3,4-d]imidazole-4-pentanoic acid, 2-amino-3a,4,6,6a-tetrahydro-, (3aS,4S,6aR)-
MFCD00149243
2-Iminobiotin
EINECS 236-308-9
Guanidinobiotin
5-[(3aR,6S,6aS)-2-Amino-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazol-6-yl]pentanoic acid
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