5-Hydroxyindole
Synonym(s):5-Hydroxyindole;5-Indolol;NSC 87503
- CAS NO.:1953-54-4
- Empirical Formula: C8H7NO
- Molecular Weight: 133.15
- MDL number: MFCD00005677
- EINECS: 217-782-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-01-27 09:38:02
What is 5-Hydroxyindole?
Chemical properties
beige to brown crystalline needles or powder
The Uses of 5-Hydroxyindole
5-Hydroxyindole is a hydroxylated indole used as a building block in the preparation of various pharmaceutical compounds such as indole based neurochemicals. 5-Hydroxyindole is a metabolite of Tryptop han (T894800). 5-Hydroxyindole displayed weak inhibitory activity on human melanoma tyrosinase. 5-Hydroxyindole also showed inhibition of serotonin transport by blood platelets.
The Uses of 5-Hydroxyindole
• ;Reactant for preparation of (oxoimidazolidinyl/oxopyrimidinyl)benzenesulfonates as antitumor agents and tubulin inhibitors1• ;Reactant for preparation of anthranilic acids2• ;Reactant for preparation of indole compounds as dopamine D2 receptor antagonists3• ;Reactant for preparation of naphthalimide- or carbazole-containing human β-adrenoceptor ligands4• ;Reactant for preparation of melanins as nature-inspired radioprotectors5• ;Reactant for preparation of 5-vinyl-3-pyridinecarbonitriles as PKCθ inhibitors6
The Uses of 5-Hydroxyindole
5-Hydroxyindole is a hydroxylated indole used as a building block in the preparation of various pharmaceutical compounds such as indole based neurochemicals. 5-Hydroxyindole is a metabolite of Tryptophan (T894800). 5-Hydroxyindole displayed weak inhibitory activity on human melanoma tyrosinase. 5-Hydroxyindole also showed inhibition of serotonin transport by blood platelets.
What are the applications of Application
5-Hydroxyindole is a reactant for preparation of anthranilic acids
Definition
ChEBI: 5-hydroxyindole is a member of the class of hydroxyindoles that is 1H-indole in which the hydrogen at position 5 has been replaced by a hydroxy group. It has a role as a human metabolite.
Synthesis Reference(s)
Journal of the American Chemical Society, 76, p. 5579, 1954 DOI: 10.1021/ja01651a001
The Journal of Organic Chemistry, 49, p. 4833, 1984 DOI: 10.1021/jo00199a017
Properties of 5-Hydroxyindole
| Melting point: | 106-108 °C(lit.) |
| Boiling point: | 245.66°C (rough estimate) |
| Density | 1.1475 (rough estimate) |
| refractive index | 1.5260 (estimate) |
| storage temp. | Keep in dark place,Sealed in dry,Store in freezer, under -20°C |
| solubility | 38g/l |
| form | Crystalline Needles or Powder |
| pka | 9.98±0.40(Predicted) |
| color | beige |
| Sensitive | Light Sensitive |
| BRN | 112349 |
| CAS DataBase Reference | 1953-54-4(CAS DataBase Reference) |
| NIST Chemistry Reference | Indol-5-ol(1953-54-4) |
Safety information for 5-Hydroxyindole
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for 5-Hydroxyindole
New Products
Indole Methyl Resin tert-butyl 9-methoxy-3-azaspiro[5.5]undecane-3-carboxylate Boc-His(Boc)-OH 2-CTC Resin 4-Chloro-7-tosy1-7Hpyrrolo[2,3-d]pyrimidine 5,7-Dibromo-1H-indole 2,5-dichloro-N-hydroxy-4,6-dimethylpyridine-3-carboximidamide 2,2-Dimethoxy-7-azaspiro[3.5]nonane hydrochloride 4-chloromethyl-5-methyl-1,3-dioxol-2-one (DMDO-Cl) R-2-BENZYLOXY PROPIONIC ACID 1,1’-CARBONYLDIIMIDAZOLE 1,1’-CARBONYLDI (1,2-4 TRIAZOLE) N-METHYL INDAZOLE-3-CARBOXYLIC ACID 4-((2-hydroxyethyl)thio)benzoic acid 1-(TERT-BUTOXYCARBONYL)-2-PYRROLIDINONE Methyl 6-methylnicotinate 3-Pyridineacrylic acid tert-Butyl carbazate TETRAHYDRO-2H-PYRAN-3-OL 2-((4-morpholinophenylamino) (methylthio) methylene) malononitrile 3-(4-morpholinophenylamino)-5-amino-1H-pyrazole-4-carbonitrile 2,4-dihydroxybenzaldehyde 1,3-Diethyl-1,3-Diphenylurea Methyl 2-methylquinoline-6-carboxylateRelated products of tetrahydrofuran








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