KIRA6 - ≥98% , CAS No.1589527-65-0

CAS: 1589527-65-0 Cat. No.: K414099 Summenformel: C₂₈H₂₅F₃N₆O Molekulargewicht: 518.53 EG-Nummer: 856-651-3

QUALITÄT & REINHEIT ≥98%

Synonyms

EN300-195606 | 1589527-65-0 | AC-36160 | SCHEMBL16964584 | Z2689324163 | s8658 | CCG-269842 | KIRA 6 | NOHQEAFAESMMDX-UHFFFAOYSA-N | EX-A2581 | AB90807 | Urea, N-[4-[8-amino-3-(1,1-dimethylethyl)imidazo[1,5-a]pyrazin-1-yl]-1-naphthalenyl]-N'-[3-(trifluoro

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Übersicht

Information

kira6 kira6 is a potent type II IRE1α kinase inhibitor with an IC50 of 0.6 μM. It dose-dependently inhibits IRE1α(WT) kinase activity, XBP1 RNA cleavage, Ins2 RNA cleavage and oligomerization.

Targets

IRE1α (Cell-free) 0.6 μM

In vitro

In INS-1 cells, KIRA6 inhibits IRE1α auto-phosphorylation by Tg and XBP1 mRNA splicing by Tm in a dose-dependent manner.

In vivo

Intravitreally, KIRA6 preserves photoreceptor functional viability in rat models of ER stress-induced retinal degeneration. Systemically, KIRA6 preserves pancreatic β-cells, increases insulin, and reduces hyperglycemia in Akita diabetic mice. KIRA6 inhibits IRE1α in vivo to preserve cell viability and function in diverse cells and rodent tissues experiencing ER stress. The pharmacokinetic profile of KIRA6 in BALB/c mice intraperitoneally (i.p.) dosed at 10 mg/kg shows good drug plasma AUC levels (AUC 0-24h = 14.3 μM*h) with moderate clearance (22.4 mL/min/kg). Drug half-life is 3.90 hours, Cmax is 3.3 μM, and plasma levels at 4 and 8hr are 1.2 μM and 0.33 μM, respectively.

Spezifikationen

Synonyme

EN300-195606 | 1589527-65-0 | AC-36160 | SCHEMBL16964584 | Z2689324163 | s8658 | CCG-269842 | KIRA 6 | NOHQEAFAESMMDX-UHFFFAOYSA-N | EX-A2581 | AB90807 | Urea, N-[4-[8-amino-3-(1,1-dimethylethyl)imidazo[1,5-a]pyrazin-1-yl]-1-naphthalenyl]-N'-[3-(trifluoro

Spezifikationen & Reinheit

≥98%

Biochemische und physiologische Mechanismen

kira6 is a potent type II IRE1α kinase inhibitor with an IC50 of 0.6 μM. It dose-dependently inhibits IRE1α(WT) kinase activity, XBP1 RNA cleavage, Ins2 RNA cleavage and oligomerization.

Storage

Store at -20°C

Verschickt in

Ice chest + Ice pads

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Aktionsart

INHIBITOR

Reinheit

≥98%

Produkteigenschaften

ALogP

5.531

hba_count

3

HBD-Zahl

3

Rotationsfähige Bindung

5

Namen und Kennungen

Pubchem Sid

504772329

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504772329

Kanonisches Lächeln

CC(C)(C)C1=NC(=C2N1C=CN=C2N)C3=CC=C(C4=CC=CC=C43)NC(=O)NC5=CC=CC(=C5)C(F)(F)F

IUPAC Name

1-[4-(8-amino-3-tert-butylimidazo[1,5-a]pyrazin-1-yl)naphthalen-1-yl]-3-[3-(trifluoromethyl)phenyl]urea

InChIKey

NOHQEAFAESMMDX-UHFFFAOYSA-N

INCHI

1S/C28H25F3N6O/c1-27(2,3)25-36-22(23-24(32)33-13-14-37(23)25)20-11-12-21(19-10-5-4-9-18(19)20)35-26(38)34-17-8-6-7-16(15-17)28(29,30)31/h4-15H,1-3H3,(H2,32,33)(H2,34,35,38)

Isomere SMILES

CC(C)(C)C1=NC(=C2N1C=CN=C2N)C3=CC=C(C4=CC=CC=C43)NC(=O)NC5=CC=CC(=C5)C(F)(F)F

Molekulargewicht

518.53

Reaxy-Rn

29115164

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=29115164&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Klasse Naphthalenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Klasse: Naphthalenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthalenes
• Alternative Parents: Trifluoromethylbenzenes N-phenylureas Imidazo[1,5-a]pyrazines Aminopyrazines N-substituted imidazoles Imidolactams Heteroaromatic compounds Ureas Azacyclic compounds Primary amines Organofluorides Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl fluorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Trifluoromethylbenzene - N-phenylurea - Naphthalene - Imidazo[1,5-a]pyrazine - Aminopyrazine - Monocyclic benzene moiety - Imidolactam - Pyrazine - N-substituted imidazole - Azole - Imidazole - Heteroaromatic compound - Urea - Azacycle - Organoheterocyclic compound - Alkyl fluoride - Organofluoride - Organohalogen compound - Organonitrogen compound - Organooxygen compound - Primary amine - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Amine - Alkyl halide - Aromatic heteropolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemische und physikalische Eigenschaften

• Löslichkeit: Solubility (25°C) In vitro DMSO: 60 mg/mL (115.71 mM); Ethanol: 60 mg/mL (115.71 mM); Water: Insoluble
• DMSO (mg/ml) Maximale Löslichkeit: 60
• DMSO (mM) Maximale Löslichkeit: 115.7117235
• Wasser (mg/ml) Maximale Löslichkeit: ＜1
• Molekulargewicht: 518.500 g/mol
• XLogP3: 6.500
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 518.204 Da
• Monoisotopic Mass: 518.204 Da
• Topological Polar Surface Area: 97.300 Ų
• Heavy Atom Count: 38
• Formal Charge: 0
• Complexity: 834.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Häufig gestellte Fragen

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 1589527-65-0, the molecular formula is C28H25F3N6O, and the molecular weight is 518.53 g/mol. InChIKey NOHQEAFAESMMDX-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.