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3131-52-0

3131-52-0 structure
3131-52-0 structure
  • Name: 1H-Indole-5,6-diol
  • Chemical Name: 5,6-dihydroxyindole
  • CAS Number: 3131-52-0
  • Molecular Formula: C8H7NO2
  • Molecular Weight: 149.147
  • Catalog: Signaling Pathways Anti-infection Bacterial
  • Create Date: 2018-06-09 20:29:08
  • Modify Date: 2024-01-04 10:57:21
  • 5,6-Dihydroxyindole, a melanin precursor, has a broad-spectrum antibacterial, antifungal, antiviral, antiparasitic activity. 5,6-Dihydroxyindole has cytotoxic effects and is strongly toxic against various pathogens[1].

Name 5,6-dihydroxyindole
Synonyms 5,6-Dihydroxyindoline
5,6-Dihydroxy-1H-indole
5,6-dihydroxyindol
5,6-Dihydroxyindole
dhi
indole-5,6-diol
Dopamine lutine
Indol-5,6-diol
1H-Indole-5,6-diol
3H-INDOLE-5,6-DIOL
3ID
5,6-dihydroxy-indole
Description 5,6-Dihydroxyindole, a melanin precursor, has a broad-spectrum antibacterial, antifungal, antiviral, antiparasitic activity. 5,6-Dihydroxyindole has cytotoxic effects and is strongly toxic against various pathogens[1].
Related Catalog
Target

Human Endogenous Metabolite

In Vitro 5,6-Dihydroxyindole (1, 10, 20, 50, 100 μM; for 4 hours) dose-dependently decreases OD492 values. Pretreatment of Sf9 cells with 1.0 mM 5,6-Dihydroxyindole for 4 hours results in 97% mortality, and LC50 values of 20.3 μM in buffer and 131.8 μM in a culture medium[1]. Preincubation of a baculovirus stock with 1.25 mM 5,6-Dihydroxyindole for 3 hours near fully disables recombinant protein production. The LC50 for lambda bacteriophage and eggs of the wasp Microplitis demolitor are 5.6 and 111.0 μM, respectively[1]. 5,6-Dihydroxyindole and its spontaneous oxidation products are also active against viruses and parasitic wasps[1].
References

[1]. Zhao P, et al. Antiviral, anti-parasitic, and cytotoxic effects of 5,6-dihydroxyindole (DHI), a reactive compound generated by phenoloxidase during insect immune response. Insect Biochem Mol Biol. 2011 Sep;41(9):645-52.

[2]. Heiduschka P, et al. Melanin precursor 5,6-dihydroxyindol: protective effects and cytotoxicity on retinal cells in vitroand in vivo. Toxicol Pathol. 2007 Dec;35(7):1030-8.

Density 1.5±0.1 g/cm3
Boiling Point 411.2±25.0 °C at 760 mmHg
Molecular Formula C8H7NO2
Molecular Weight 149.147
Flash Point 202.5±23.2 °C
Exact Mass 149.047684
PSA 56.25000
LogP 0.37
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.802
Storage condition 2-8°C
Material Safety Data Sheet

Section1. Identification of the substance
Product Name: 5,6-Dihydroxyindole
Synonyms:

Section2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

Section3. Composition/information on ingredients.
Ingredient name:5,6-Dihydroxyindole
CAS number:3131-52-0

Section4. First aid measures
Skin contact:Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact:Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation:Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion:Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

Section5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

Section6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution:Wear approved mask/respirator
Hand precaution:Wear suitable gloves/gauntlets
Skin protection:Wear suitable protective clothing
Eye protection:Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

Section7. Handling and storage
Handling:This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

Section8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

Section9. Physical and chemical properties
Appearance:Not specified
Boiling point:No data
No data
Melting point:
Flash point:No data
Density:No data
Molecular formula:C8H7NO2
Molecular weight:149.1

Section10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

Section11. Toxicological information
No data.

Section12. Ecological information
No data.

Section13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

Section14. Transportation information
Non-harzardous for air and ground transportation.

Section15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.


SECTION 16 - ADDITIONAL INFORMATION
N/A
Hazard Codes Xn: Harmful;N: Dangerous for the environment;
Risk Phrases R22
Safety Phrases 22-26-36/37/39-61
HS Code 2933990090
HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%