Basic information
- CAS
92-78-4- Standard SMILES
O=C(Nc1ccc(Cl)cc1)c1cc2ccccc2cc1O- InChIKey
OHAXNCGNVGGWSO-UHFFFAOYSA-N- Molecular formula
- C17H12ClNO2
- Average molar mass
- 297.7 g/mol
- Monoisotopic mass
- 297.0556563
Names & identifiers
- Preferred name
- 4'-Chloro-3-hydroxy-2-naphthanilide
- IUPAC
- N-(4-chlorophenyl)-3-hydroxynaphthalene-2-carboxamide
- English name
- Naphthol AS-E
- Molecular formula
- C17H12ClNO2
- Molecular weight
- 297.74
Names & synonyms
92-78-44'-Chloro-3-hydroxy-2-naphthanilideAzoic Coupling Component 10Daito Grounder EAmanil Naphthol AS-ENaphtanilide ECibanaphthol RCNaphtoelan ENaphtazol ESanatol EAcna Naphthol PCAmarthol AS-E
Show more names
nAS-ENaftol AS-ENAPTHOL AS-ENAPHTHOL AS-EDaitoGrounderEAcnaNaphtholPCKiwa Grounder E92-78-4 Naphthol AS-E
Tulathol AS-E2-Naphthalenecarboxamide, N-(4-chlorophenyl)-3-hydroxy-Hiltonaphthol AS-ENaphthol ACNA PCNaphtol AS-E SupraC.I. Azoic Coupling Component 10N-(4-chlorophenyl)-3-hydroxy-2-naphthalenecarboxamideC.I. 37510
Database identifiers
- CAS
92-78-4- PubChem CID
- 66720
- DTXSID
DTXSID7059066- ChEMBL
CHEMBL65653- UNII
- 8V561WAE43
- EC Number
- 202-189-7
- Nikkaji
- J73.252D
Properties
Computed structural properties
- XLogP
- 4.8
- Topological polar surface area
- 49.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 368
Physicochemical properties
- Melting point
- 255 °C · 255°C
- Boiling point
- 416.5 · 416.5±30.0 °C(Predicted)
- Density
- 1.399 · 1.399±0.06 g/cm3(Predicted)
- vapor pressure
- 0 Pa · 0Pa at 25℃
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- soluble in Dimethylformamide
- pka
- 8.69 · 8.69±0.40(Predicted)
- form
- Beige solid
- Colour Index
- 37510 · 37510
- color
- White to Light yellow to Dark green
- LogP
- 2.97 at · 2.97 at 23℃ and pH7.2
- CAS DataBase Reference
- 92 · 92-78-4(CAS DataBase Reference)
- FDA UNII
- 8 V561WAE43 · 8V561WAE43
- EPA Substance Registry System
- 2 · 2-Naphthalenecarboxamide, N-(4-chlorophenyl)-3-hydroxy- (92-78-4)
- UNSPSC Code
- 12352200 · 12352200
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P273, P280, P305+P351+P338, P337+P317, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 2-Naphthalenecarboxamide, N-(4-chlorophenyl)-3-hydroxy-
REACH registered substance: 4'-chloro-3-hydroxy-2-naphthanilide (EC: 202-189-7)
Hazard Classes and CategoriesEye Irrit. 2 (100%)
Safety data
- tsca
- TSCA listed
- hs_code
- 2924.29.7790
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H317-H319
- REACH Registrations
- Active
- Precautionary statements
- P261-P264-P272-P280-P302+P352-P305+P351+P338
Chemistry & industry
Uses & manufacturing
General Manufacturing Information2-Naphthalenecarboxamide, N-(4-chlorophenyl)-3-hydroxy-: ACTIVE
Applications
UsesNaphthol AS-E is mainly used for dyeing cotton, and also for dyeing viscose fiber and silk. It is often used in combination with blue base or blue salt to dye dark blue and navy blue.
General DescriptionA cell-permeable naphthamide compound that effectively blocks the interaction between the KIX domain of CBP and the KID domain of CREB in HEK293T-based and cell-free Renilla luciferase (RLuc) complementation assays (IC50 = 2.26 and 2.9 M, respectively) by directly binding to CBP′s KIX domain (Kd ~8.6 M using a recombinant KIX). Shown to inhibit CRE- (cAMP response element) dependent transcription activity induced by forskolin in a HEK293T-based RLuc reporter assay (IC50<2.5 M), while exhibiting little effect against the KID-independent CREB-VP16 transcription activity. Also reported to inhibit the enzymatic activity of Firefly luciferase (IC50 ~1 M), but not that of RLuc.
Preparation methods
Preparation4-Chlorobenzenamine and 3-Hydroxy-2-naphthoic acid condensation.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
0 records
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Compound notes
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