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Naphthol AS-E

Naphthol AS-E structure

CAS No.: 92-78-4

Chemical Name:: Naphthol AS-E

Synonyms: nAS-E;C.I. 37510;Naftol AS-E;NAPTHOL AS-E;NAPHTHOL AS-E;Amarthol AS-E;DaitoGrounderE;AcnaNaphtholPC;Kiwa Grounder E;92-78-4 Naphthol AS-E

CBNumber:: CB4723659

Molecular Formula:: C17H12ClNO2

Molecular Weight:: 297.74

MDL Number:: MFCD00021639

MOL File:: 92-78-4.mol

MSDS File:: SDS

Last updated:2023-06-08 17:06:35

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Naphthol AS-E Properties

Melting point	255°C
Boiling point	416.5±30.0 °C(Predicted)
Density	1.399±0.06 g/cm3(Predicted)
vapor pressure	0Pa at 25℃
storage temp.	Sealed in dry,Room Temperature
solubility	soluble in Dimethylformamide
pka	8.69±0.40(Predicted)
Colour Index	37510
form	Beige solid
color	White to Light yellow to Dark green
LogP	2.97 at 23℃ and pH7.2
CAS DataBase Reference	92-78-4(CAS DataBase Reference)
FDA UNII	8V561WAE43
EPA Substance Registry System	2-Naphthalenecarboxamide, N-(4-chlorophenyl)-3-hydroxy- (92-78-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H317-H319
Precautionary statements	P261-P264-P272-P280-P302+P352-P305+P351+P338
HS Code	2924.29.7790

Naphthol AS-E price More Price(18)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	S504041	4'-CHLORO-3-HYDROXY-2-NAPHTHANILIDE AldrichCPR	92-78-4	25mg	$179	2024-03-01	Buy
Sigma-Aldrich	217505	CBP-CREB Interaction Inhibitor	92-78-4	250mg	$99.4	2024-03-01	Buy
TCI Chemical	C2103	4'-Chloro-3-hydroxy-2-naphthanilide >97.0%(N)	92-78-4	25g	$146	2024-03-01	Buy
TRC	C587828	4''-Chloro-3-hydroxy-2-naphthanilide	92-78-4	5g	$60	2021-12-16	Buy
ChemScene	CS-0028070	NaphtholAS-E ≥98.0%	92-78-4	100mg	$60	2021-12-16	Buy

Product number	Packaging	Price	Buy
S504041	25mg	$179	Buy
217505	250mg	$99.4	Buy
C2103	25g	$146	Buy
C587828	5g	$60	Buy
CS-0028070	100mg	$60	Buy

Naphthol AS-E Chemical Properties,Uses,Production

Uses

Naphthol 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.

Preparation

4-Chlorobenzenamine and 3-Hydroxy-2-naphthoic acid condensation.

General Description

A 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 (K_d ~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.

Biological Activity

NaphtholAS-E is a potent, cell-permeable inhibitor of the KIX-KID interaction. NaphtholAS-E directly binds to the KIX domain of CBP (Kd: 8.6μM) and blocks the interaction between the KIX and KID domains (IC50: 2.26μM). NaphtholAS-E can be used in cancer research.

Synthesis

Naphthol AS-E is synthesized with 2,3-acid and p-chloroaniline as raw materials and chlorobenzene as solvent. First, 2,3-acid is made into sodium salt, and then condensed with p-chloroaniline in the presence of PCl3, and the finished product is obtained by neutralization, distillation, filtration and drying.

in vitro

CREB (cyclic AMP-response element-binding protein) is a downstream transcription factor of a multitude of signaling pathways emanating from receptor tyrosine kinases or G-protein coupled receptors.CREB can not be activated until it is phosphorylated at Ser133 and its subsequent binding to CREB-binding protein (CBP) through the kinase-inducible domain (KID) in CREB and KID-interacting (KIX) domain in CBP.In a cell-based CREB Renilla luciferase reporter assay, Naphthol AS-E inhibits CREB-mediated gene transcription with an IC 50 of 2.29 μM. In HEK293T-based complementation assay, Naphthol AS-E dose-dependently inhibited Renilla luciferase activity with an IC 50 of 2.9 μM by directly binding to CBP's KIX domain (K d ~8.6 μM using a recombinant KIX).Naphthol AS-E exhibits low μM activity in inhibiting the proliferation of all these cancer cells, which is consistent with its cellular CREB inhibition potency. The average GI 50 values for A549, MCF-7, MDA-MB-231 and MDA-MB-468 are approximately 2.9μM, 2.81μM, 2.35μM and 1.46μM, respectively.Naphthol AS-E (2.5 μM-10 μM; 48 hours) decreases the expression of anti-apoptotic protein Bcl-2. The expression of VEGF is also decreased.

Properties and Applications

light yellow microstrip red uniform powder, melting point for 258 ~ 259 ℃. Insoluble in water solution and sodium carbonate, soluble in adjacent two chlorobenzene, ethanol and glacial acetic acid. Sodium hydroxide solution for yellow in the liquid. Sensitive to air. Mainly used for cotton fabrics, viscose and silk dyeing, general is not used for printing, and can be used as organic pigments intermediate. This product to cotton affinity is higher, coupled ability medium.

Naphthol AS-E synthesis

Synthesis of Naphthol AS-E from 4-Chloroaniline and 3-Hydroxy-2-naphthoic acid

Naphthol AS-E Preparation Products And Raw materials

Raw materials

4-Chloroaniline 3-hydroxy-2-naphthoyl chloride 4-CHLOROPHENYL ISOTHIOCYANATE 3-Hydroxy-2-naphthoic acid

Preparation Products

Coating Pink Red Pigment Red 8

Naphthol AS-E Suppliers

Global( 177)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21695	55
Hefei TNJ Chemical Industry Co.,Ltd.	+86-0551-65418679 +86-18949832763	info@tnjchem.com	China	2989	55
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
NINGBO INNO PHARMCHEM CO., LTD.	13867897135	sales@nbinno.com	CHINA	925	58
Hubei Jusheng Technology Co.,Ltd.	18871490254	linda@hubeijusheng.com	CHINA	28180	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58
Winchem industrial co limited	+86-0086-574-83851061 +86-13003762012	lucyhu@win-chemical.com	China	300	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	47465	58
SIMAGCHEM CORP	+86-13806087780	sale@simagchem.com	China	17367	58
Hefei TNJ Chemical Industry Co.,Ltd.	0551-65418671	sales@tnjchem.com	China	34572	58

Supplier	Advantage
Henan Tianfu Chemical Co.,Ltd.	55
Hefei TNJ Chemical Industry Co.,Ltd.	55
career henan chemical co	58
NINGBO INNO PHARMCHEM CO., LTD.	58
Hubei Jusheng Technology Co.,Ltd.	58
Chongqing Chemdad Co., Ltd	58
Winchem industrial co limited	58
CONIER CHEM AND PHARMA LIMITED	58
SIMAGCHEM CORP	58
Hefei TNJ Chemical Industry Co.,Ltd.	58

View Lastest Price from Naphthol AS-E manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2019-07-06	Naphthol AS-E 92-78-4	US $1.00 / KG	1KG	98%	100KG	Career Henan Chemical Co

Naphthol AS-E
92-78-4
US $1.00 / KG
98%
Career Henan Chemical Co

Naphthol AS-E Spectrum

Naphthol AS-E(92-78-4)MS Naphthol AS-E(92-78-4)¹HNMR Naphthol AS-E(92-78-4)¹³CNMR Naphthol AS-E(92-78-4)IR1 Naphthol AS-E(92-78-4)IR2

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NAPHTHOL AS-E NAPTHOL AS-E N-(4-CHLOROPHENYL)-3-HYDROXY-2-NAPHTHAMIDE c.i. azoic coupling component 10 AZOIC COUPLING COMPONENT 10 4'-CHLORO-3-HYDROXY-2-NAPHTHANILIDE AcnaNaphtholPC DaitoGrounderE n-(4-chlorophenyl)-3-hydroxy-2-naphthalenecarboxamid 2-Hydroxy-3-Naphthoyl-p-Chloraniline 2-Naphthalenecarboxamide-N-(4-chlorophenyl)-3-hydroxy 4′-Chlor-3-hydroxy-2-naphthanilid Naphthol AS-E (C.I. 37510) 4''-CHLORO-3-HYDROXY-2-NAPHTHANILIDE 97.0+%(T) C.I. 37510 Amarthol AS-E Kiwa Grounder E Naftol AS-E CBP-CREB Interaction Inhibitor N-(4-Chlorophenyl)-3-hydroxynaphthalene-2-carboxamide N-(4-Chlorophenyl)-3-hydroxy-2-naphthamide Naphthol AS-E Azoic Coupling Component 10 nAS-E N-(4-Chlorophenyl)-3-hydroxy-2-naphthalenecarboxamide CBP-CREB Interaction Inhibitor - CAS 92-78-4 - Calbiochem 4'-Chloro-3-hydroxy-2-naphthanilide > Naphthol AS-E ISO 9001：2015 REACH Naphthol AS-E (4'-Chloro-3-hydroxy-2-naphthanilide) C.I.Azoic Coupling Component 10:C.I.37510 92-78-4 Naphthol AS-E 4'-Chloro-3-hydroxy-2-naphthanilide 92-78-4 AMINE Substrates Intermediates of Dyes and Pigments