Inauhzin - ≥96% , CAS No.309271-94-1

CAS: 309271-94-1 Cat. No.: I413611 Formula: C₂₅H₁₉N₅OS₂ Peso molecolare: 469.58 Numero EC: 809-096-6

GRADE & PURITY ≥96%

Synonyms

AS-16441 | HY-N7436 | inauhzin | s6744 | 1-Phenothiazin-10-yl-2-(9H-1,3,4,9-tetraaza-fluoren-2-ylsufanyl)-butan-1-one (Inauhzin) | AC-35922 | METHIOCARB SULPHONE | UNII-KX47O2O15C | VHUOXERIKQWIJE-UHFFFAOYSA-N | INZ | Oprea1_520286 | 2-((5H-[1,2,4]triazin

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Panoramica

Information

Inauhzin is a cell-permeableSIRT1inhibitor with an IC50 of 0.7-2 μM and reactivatesp53by inhibiting SIRT1 deacetylation activity.

Targets

SIRT1 ; p53

In vitro

Inauhzin (INZ) is a potent p53 activator and mediates p53-dependent cytotoxicity. INZ inhibits cell proliferation by triggering both apoptosis and senescence in p53-containning cells, though it predominantly induces p53-dependent apoptosis. INZ is able to prevent p53 from MDM2-mediated ubiquitylation and proteasomal degradation and protects p53 without either directly inhibiting MDM2 activity towards p53 or interfering with MDMX/MDM2–p53 interaction. INZ induces acetylation of p53, but not tubulin, in cells. Inauhzin is a (sub)micromolar SIRT1i selective over SIRT2/3.

In vivo

Inauhzin (INZ) has good tumour tissue penetration and is able to inhibit tumour growth by inducing p53.

Cell Research(from reference)

Cell lines：human lung cancer H460, A549, H1299, colon cancer HCT116, HT29, osteosarcoma U2OS and SJSA, breast cancer MCF7, ovarian cancer A2780, IGROV1 and SKOV3 and glioma U87 and U373 cells, as well as human embryonic fibroblast WI-38 and normal human 

Concentrations：0-10 μM 

Incubation Time：18 h 

Specifications

Sinonimi

AS-16441 | HY-N7436 | inauhzin | s6744 | 1-Phenothiazin-10-yl-2-(9H-1,3,4,9-tetraaza-fluoren-2-ylsufanyl)-butan-1-one (Inauhzin) | AC-35922 | METHIOCARB SULPHONE | UNII-KX47O2O15C | VHUOXERIKQWIJE-UHFFFAOYSA-N | INZ | Oprea1_520286 | 2-((5H-[1,2,4]triazin

Specifiche e purezza

≥96%

Meccanismi biochimici e fisiologici

Inauhzin is a cell-permeable SIRT1 inhibitor with an IC50 of 0.7-2 μM and reactivates p53 by inhibiting SIRT1 deacetylation activity.

Condizioni di conservazione di stoccaggio

Store at -20°C

Spedito in

Ice chest + Ice pads

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Tipo di azione

INHIBITOR

Purezza

≥96%

Nomi e identificatori

Pubchem Sid

504763896

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504763896

Sorrisi canonici

CCC(C(=O)N1C2=CC=CC=C2SC3=CC=CC=C31)SC4=NC5=C(C6=CC=CC=C6N5)N=N4

IUPAC Name

1-phenothiazin-10-yl-2-(5H-[1,2,4]triazino[5,6-b]indol-3-ylsulfanyl)butan-1-one

InChIKey

VHUOXERIKQWIJE-UHFFFAOYSA-N

INCHI

1S/C25H19N5OS2/c1-2-19(33-25-27-23-22(28-29-25)15-9-3-4-10-16(15)26-23)24(31)30-17-11-5-7-13-20(17)32-21-14-8-6-12-18(21)30/h3-14,19H,2H2,1H3,(H,26,27,29)

Isomeri SMILES

CCC(C(=O)N1C2=CC=CC=C2SC3=CC=CC=C31)SC4=NC5=C(C6=CC=CC=C6N5)N=N4

WGK Germania

3

Peso molecolare

469.58

Reaxy-Rn

28301495

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=28301495&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Benzothiazines
      • Subclass Phenothiazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Benzothiazines
• Subclass: Phenothiazines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenothiazines
• Alternative Parents: Diarylthioethers Indoles Alkylarylthioethers Benzenoids 1,4-thiazines 1,2,4-triazines Tertiary carboxylic acid amides Pyrroles Heteroaromatic compounds Sulfenyl compounds Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenothiazine - Diarylthioether - Indole - Indole or derivatives - Aryl thioether - Alkylarylthioether - Para-thiazine - Triazine - Benzenoid - 1,2,4-triazine - Heteroaromatic compound - Pyrrole - Tertiary carboxylic acid amide - Carboxamide group - Azacycle - Sulfenyl compound - Carboxylic acid derivative - Thioether - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Organosulfur compound - Organic oxide - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring.
• 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

Obiettivi associati (umani)

SIRT1 Tchem NAD-dependent protein deacetylase sirtuin-1 (1 Activities)

Discover Target: SIRT1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Meccanismi d'azione

Proprietà chimiche e fisiche

• Solubilità: Solubility (25°C) In vitro DMSO: 94 mg/mL (200.17 mM); Water: Insoluble; Ethanol: Insoluble
• Peso molecolare: 469.600 g/mol
• XLogP3: 5.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 469.103 Da
• Monoisotopic Mass: 469.103 Da
• Topological Polar Surface Area: 125.000 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 690.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Domande frequenti

What is the purity of this product?

This product is supplied at ≥96% 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 309271-94-1, the molecular formula is C25H19N5OS2, and the molecular weight is 469.58 g/mol. InChIKey VHUOXERIKQWIJE-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.