4-Hydroxycarbazole - ≥95% , CAS No.52602-39-8

CAS: 52602-39-8 Cat. No.: H123286 Molecular Weight: 183.21 EC Number: 258-034-9

GRADE & PURITY ≥95%

Synonyms

4-hydroxycarbazol | KS-1022 | PHXATPHONSXBIL-UHFFFAOYSA- | 9H-Carbazol-4-ol | BDBM50127697 | BP-12456 | UNII-3D95E7727V | BCP08901 | N-(4-(4-amino-7-(4-hydroxycyclohexyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-fluorophenyl)-2,3-dichlorobenzenesulfonamide | AC

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

product description：

4-Hydroxycarbazole can be obtained from 1,2,3,4-tetrahydro-4-oxocarbazole via dehydrogenation with freshly prepared Raney nickel.

application：

4-Hydroxycarbazole may be used in the synthesis of the following:

4-(2-bromoethoxy)-9H-carbazole

4-(3-bromopropoxy)-9H-carbazole

4-(4-bromobutoxy)-9H-carbazole

4-(5-bromopentyloxy)-9H-carbazole

4-(6-bromohexyloxy)-9H-carbazole

It participates as an electron donor for the preparation of nonlinear optical (NLO) chromophores.

Specifications

Synonyms

4-hydroxycarbazol | KS-1022 | PHXATPHONSXBIL-UHFFFAOYSA- | 9H-Carbazol-4-ol | BDBM50127697 | BP-12456 | UNII-3D95E7727V | BCP08901 | N-(4-(4-amino-7-(4-hydroxycyclohexyl)-7H-pyrrolo[2, 3-d]pyrimidin-5-yl)-2-fluorophenyl)-2, 3-dichlorobenzenesulfonamide | AC

Specifications & Purity

≥95%

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 504756564
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756564
• Canonical Smiles: C1=CC=C2C(=C1)C3=C(N2)C=CC=C3O
• IUPAC Name: 9H-carbazol-4-ol
• InChIKey: UEOHATPGKDSULR-UHFFFAOYSA-N
• INCHI: 1S/C12H9NO/c14-11-7-3-6-10-12(11)8-4-1-2-5-9(8)13-10/h1-7,13-14H
• Isomeric SMILES: C1=CC=C2C(=C1)C3=C(N2)C=CC=C3O
• WGK Germany: 3
• Molecular Weight: 183.21
• Reaxy-Rn: 143005
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=143005&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Carbazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Carbazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Carbazoles
• Alternative Parents: Hydroxyindoles Indoles 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Pyrroles Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Carbazole - Hydroxyindole - Indole - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Pyrrole - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as carbazoles. These are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene 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

Associated Targets(Human)

TYR Tclin Tyrosinase (717 Activities)

Discover Target: TYR

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

SH-SY5Y (11521 Activities)

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HepG2 (196354 Activities)

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

IDO1 Tchem Indoleamine 2,3-dioxygenase (6650 Activities)

Discover Target: IDO1

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

Associated Targets(non-human)

Staphylococcus aureus (210822 Activities)

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Methanol
• Sensitivity: Air Sensitive
• Melt Point(°C): 169°C-173°C
• Molecular Weight: 183.210 g/mol
• XLogP3: 3.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 183.068 Da
• Monoisotopic Mass: 183.068 Da
• Topological Polar Surface Area: 36.000 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 218.000
• 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

References

1. Tao Wang, Xiaoge Su, Xuepeng Zhang, Wenhuan Huang, Linkun Huang, Xingyuan Zhang, Xiang Sun, Yi Luo, Guoqing Zhang.  (2019)  A combinatory approach towards the design of organic polymer luminescent materials.  Journal of Materials Chemistry C,  7  (32): (9917-9925).  [PMID:] [10.1039/C9TC02266J]

2. Xinyue Guo, Qiyue Zhou, Xuefeng Fan, Qinyan Zhu, Ming Jin.  (2024)  Heteroatom/Heterocycle-Substituted Ketone Dyes as Efficient Photoinitiators in Visible Light-Emitting Diode/Near Infrared Light Photopolymerization with Enhanced Two-Photon Lithography Capability.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.4c00932]