BIBR 1532 - ≥98% , CAS No.321674-73-1

CAS: 321674-73-1 Cat. No.: B129898 Peso molecular: 331.36 Número EC: 962-375-5

GRADE & PURITY ≥98%

Synonyms

IBR 1532 | MFCD11112195 | 2-(3-Naphthalen-2-yl-but-2-enoylamino)-benzoic acid | s1186 | Telomerase Inhibitor X, BIBR1532 | 2-{[(2e)-3-(Naphthalen-2-Yl)but-2-Enoyl]amino}benzoic Acid | (E)-2-(3-(naphthalen-2-yl)but-2-enamido)benzoic acid | BRD-K04623885-00

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

BIBR 1532 is a potent, selective, non-competitive telomerase inhibitor with IC50 of 100 nM.
A selective telomerase inhibitor.

Specifications

Sinónimos

IBR 1532 | MFCD11112195 | 2-(3-Naphthalen-2-yl-but-2-enoylamino)-benzoic acid | s1186 | Telomerase Inhibitor X, BIBR1532 | 2-{[(2e)-3-(Naphthalen-2-Yl)but-2-Enoyl]amino}benzoic Acid | (E)-2-(3-(naphthalen-2-yl)but-2-enamido)benzoic acid | BRD-K04623885-00

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

Selective telomerase inhibitor (IC50values are 93, > 100000 and > 100000 nM for human telomerase, human RNA polymerase I and human RNA polymerase II + III respectively). Causes telomere shortening in exponentially growing NCI-H460 lung carcinoma cells and

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Tipo de acción

INHIBITOR

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: CC(=CC(=O)NC1=CC=CC=C1C(=O)O)C2=CC3=CC=CC=C3C=C2
• IUPAC Name: 2-[[(E)-3-naphthalen-2-ylbut-2-enoyl]amino]benzoic acid
• InChIKey: PGFQXGLPJUCTOI-WYMLVPIESA-N
• INCHI: 1S/C21H17NO3/c1-14(16-11-10-15-6-2-3-7-17(15)13-16)12-20(23)22-19-9-5-4-8-18(19)21(24)25/h2-13H,1H3,(H,22,23)(H,24,25)/b14-12+
• Isómeros SMILES: C/C(=C\C(=O)NC1=CC=CC=C1C(=O)O)/C2=CC3=CC=CC=C3C=C2
• Peso molecular: 331.36
• Reaxy-Rn: 23544604
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=23544604&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Clase Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Clase: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Acylaminobenzoic acid and derivatives
• Alternative Parents: Cinnamic acid amides Naphthalenes Benzoic acids Anilides Styrenes N-arylamides Benzoyl derivatives Vinylogous amides Secondary carboxylic acid amides Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Acylaminobenzoic acid or derivatives - Cinnamic acid amide - Cinnamic acid or derivatives - Naphthalene - Benzoic acid - Anilide - Benzoyl - N-arylamide - Styrene - Vinylogous amide - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid derivative - Carboxylic acid - Hydrocarbon derivative - Organic nitrogen compound - Organic oxide - Carbonyl group - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Aromatic homopolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.
• 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

Objetivos asociados (humanos)

TERT Tchem Telomerase reverse transcriptase (7 Activities)

Discover Target: TERT

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

TERT Tchem Telomerase reverse transcriptase (2428 Activities)

Discover Target: TERT

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Calu-3 (339 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MCF7 (126967 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

A549 (127892 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NCI-H460 (60772 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HeLa (62764 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MDA-MB-231 (73002 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NCI-H1650 (1118 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

L02 (4864 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Objetivos asociados (no humanos)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Solvent:DMSO, Max Conc. mg/mL: 33.14, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 8.28, Max Conc. mM: 25
• Peso molecular: 331.400 g/mol
• XLogP3: 5.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 331.121 Da
• Monoisotopic Mass: 331.121 Da
• Topological Polar Surface Area: 66.400 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 527.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

Referencias

1. Shunyu Zhang, Jinxia Li, Liang Yan, Yue You, Feng Zhao, Jixing Cheng, Limin Yang, Yanqi Sun, Qingchao Chang, Ru Liu, Yunhui Li.  (2023)  Zeolitic Imidazolate Framework-8 (ZIF-8) as a Drug Delivery Vehicle for the Transport and Release of Telomerase Inhibitor BIBR 1532.  Nanomaterials,  13  (11): (1779).  [PMID:37299682] [10.3390/nano13111779]

2. Chen Li, Hui Chen, Tingting Fan, Jingru Zhao, Zheng Ding, Zeyu Lin, Shuqing Sun, Chunyan Tan, Feng Liu, Hongtao Jiang, Ying Tan.  (2023)  A visualized automatic particle counting strategy for single-cell level telomerase activity quantification.  VIEW,      [PMID:] [10.1002/VIW.20220078]

3. Lin Liu, Daohong Wu, Shuang Zhen, Kaiqing Lu, Xinyao Yi, Zhifang Sun.  (2021)  Electrochemical detection of telomerase in cancer cells based on the in-situ formation of streptavidin-biotin-DNA-biotin networks for signal amplification.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2021.129659]