303585
2-Amino-5-nitrophenol
Synonym(s):
2-Hydroxy-4-nitroaniline, 3-Hydroxy-4-aminonitrobenzene, 3-Nitro-6-aminophenol, 5-Nitro-2-amino-1-hydroxybenzene, 5-Nitro-2-aminophenol, NSC 7087
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All Photos(2)
About This Item
Linear Formula:
H2NC6H3(NO2)OH
CAS Number:
Molecular Weight:
154.12
Beilstein:
972974
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
form
solid
Quality Level
mp
198-202 °C (dec.) (lit.)
functional group
nitro
SMILES string
Nc1ccc(cc1O)[N+]([O-])=O
InChI
1S/C6H6N2O3/c7-5-2-1-4(8(10)11)3-6(5)9/h1-3,9H,7H2
InChI key
DOPJTDJKZNWLRB-UHFFFAOYSA-N
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Related Categories
Application
2-Amino-5-nitrophenol was used:
- as starting material in the synthesis of series of (Z)-2-(substituted aryl)-N-(3-oxo-4-(substituted carbamothioyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl) hydrazine carboxamides
- as semipermanent (nonoxidative) hair colorant and as toner in permanent (oxidative) hair dye products
- in synthesis of series of 7-benzylamino-2H-1,4-benzoxazin-3(4H)-ones, anticonvulsant agents
Reactant for:
- Diazotation and coupling reactions
- Preparation of biologically and pharmacologically active molecules
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Nadeem Siddiqui et al.
Archiv der Pharmazie, 343(11-12), 657-663 (2010-11-27)
A series of (Z)-2-(substituted aryl)-N-(3-oxo-4-(substituted carbamothioyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl) hydrazine carboxamides (6a-r) was synthesized using 2-amino-5-nitrophenol as a starting material. All the synthesized compounds possessed two hydrogen-bonding domains and their effect on the activity was studied thereof. The anticonvulsant activity was assessed by
Christina L Burnett et al.
International journal of toxicology, 28(6 Suppl 2), 217S-251S (2010-01-30)
2-Amino-3-nitrophenol, 2-amino-4-nitrophenol, 2-amino-5-nitrophenol, 4-amino-3-nitrophenol, 4-amino-2-nitrophenol, 2-amino-4-nitrophenol sulfate, 3-nitro-p-hydroxyethylaminophenol, and 4-hydroxypropylamino-3-nitrophenol are substituted aromatic compounds used as semipermanent (nonoxidative) hair colorants and as toners in permanent (oxidative) hair dye products. All ingredients in this group except 2-amino-4-nitrophenol sulfate, 2-amino-5-nitrophenol, and 4-amino-2-nitrophenol
F Chen et al.
Cancer letters, 126(1), 67-74 (1998-05-01)
Two hair dye components, carcinogenic 4-nitro-2-aminophenol and 5-nitro-2-aminophenol, induced Cu(II)-dependent DNA cleavage frequently at thymine and guanine residues in DNA fragments obtained from the c-Ha-ras-1 protooncogene. When the p53 tumor suppressor gene was used, 4-nitro-2-aminophenol caused Cu(II)-dependent piperidine-labile sites at
2-Amino-5-nitrophenol.
IARC monographs on the evaluation of carcinogenic risks to humans, 57, 177-184 (1993-01-01)
Zhong-Tai Piao et al.
European journal of medicinal chemistry, 43(6), 1216-1221 (2007-10-24)
A series of 7-benzylamino-2H-1,4-benzoxazin-3(4H)-ones were synthesized using 2-amino-5-nitrophenol as a starting material. Their anticonvulsant activities were evaluated by the maximal electroshock test (MES test) and their neurotoxicity was evaluated by the rotarod neurotoxicity test (Tox.). The MES test showed that
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 303585-100G | 4061832279787 |
| 303585-25G | 4061826666425 |
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