2-Nitro-1-naphthol
- CAS No.
- 607-24-9
- Chemical Name:
- 2-Nitro-1-naphthol
- Synonyms
- 2-Nitro-1-Napthol;2-Nitro-2-naphthol;2-Nitronaphth-1-ol;2-NITRO-1-NAPHTHOL;2-Nitro-1-naphthol 95%;2-Nitro-1-naphthol,98%;2-Nitronaphthalen-1-ol;1-Naphthalenol, 2-nitro-;(S)-1-[()-2-(di-tert.-Butylphosphino)ferrocenylethylbis(2-
- CBNumber:
- CB3300992
- Molecular Formula:
- C10H7NO3
- Molecular Weight:
- 189.17
- MOL File:
- 607-24-9.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/2/7 14:56:38
| Melting point | 123-125 °C (lit.) |
|---|---|
| Boiling point | 324.41°C (rough estimate) |
| Density | 1.3175 (rough estimate) |
| refractive index | 1.5400 (estimate) |
| storage temp. | Sealed in dry,Room Temperature |
| pka | 6.13±0.50(Predicted) |
| form | Powder |
| InChI | InChI=1S/C10H7NO3/c12-10-8-4-2-1-3-7(8)5-6-9(10)11(13)14/h1-6,12H |
| InChIKey | MUCCHGOWMZTLHK-UHFFFAOYSA-N |
| SMILES | C1(O)=C2C(C=CC=C2)=CC=C1[N+]([O-])=O |
| CAS DataBase Reference | 607-24-9(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Nitro-1-naphthol(607-24-9) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-37/39-24/25-36 | |||||||||
| WGK Germany | 3 | |||||||||
| Hazard Note | Irritant | |||||||||
| HS Code | 29089990 | |||||||||
| NFPA 704 |
|
2-Nitro-1-naphthol Chemical Properties,Uses,Production
Description
2-Nitro-1-naphthol is an important organic compound with anti-inflammatory properties used as an analytical method for measuring albumin concentration and as an enzyme-labelled substrate in electrochemical immunoassays. The substance reacts with albumin to form a coloured complex which can be detected spectrophotometrically. It is also used as a model system for the study of inflammatory diseases and inhibits p38 kinase activity. In addition, a derivative of 2-Nitro-1-naphthol (4-nitro-1-naphthol) can be used to prepare chromogenic substrates for neutral or slightly acidic hydrolases.
Chemical Properties
yellow-green to ochre-brown powder and/or chunks
Uses
2-Nitro-1-naphthol was employed as substrate for use in an amperometric 3-electrode system for the determination of alkaline phosphatase, the enzyme label most commonly used in electrochemical immunoassays. It was also used in the preparation of:
- di-(2-nitro-1-naphthyl) hydrogen phosphate
- 1-(2′-methyl-3′-indenyl)-2-naphthylamine and -2-naphthol (axially chiral ligands)
Application
2-Nitro-1-naphthol is commonly used as an intermediate in organic synthesis. It is a derivative of 1-nitro-2-naphthol and 4-nitro-1-naphthol. 1-Nitro-2-naphthol has been found to be a potent inhibitor of enzyme-dependent activation of acetyl-CoA, while 4-nitro-1-naphthol facilitates the preparation of chromogenic substrates for neutral or slightly acidic hydrolases[1-2].
Purification Methods
Crystallise the naphthol (repeatedly) from EtOH. [Beilstein 6 H 615, 6 III 2938, 6 IV 4236.]
References
[1] JIZHENG DANG . Chromogenic substrate from 4-nitro-1-naphthol for hydrolytic enzyme of neutral or slightly acidic optimum pH: 4-Nitro-1-naphthyl-β-d-galactopyranoside as an example[J]. Bioorganic & Medicinal Chemistry Letters, 2013. DOI:10.1016/j.bmcl.2012.11.120.
[2] ATSUKO SHINOHARA. Inhibition of acetyl-coenzyme A dependent activation of N-hydroxyarylamines by phenolic compounds, pentachlorophenol and 1-nitro-2-naphthol[J]. Chemico-Biological Interactions, 1986. DOI:10.1016/0009-2797(86)90058-X.
2-Nitro-1-naphthol Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
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| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
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| Puyang Huicheng Electronic Materials Co., Ltd. | +86-0393-+86-0393-8910800 +8615839383373 | China | 524 | 58 | Inquiry |
| Neostar United (Changzhou) Industrial Co., Ltd. | +86-0519-85551759 +8613506123987 | China | 9505 | 58 | Inquiry |
| Zhengzhou Alfa Chemical Co.,Ltd | +8618530059196 | China | 13341 | 58 | Inquiry |