1-o-tolylazo-2-naphthol, also known as **Sudan Red I**, is a bright red azo dye.
**Chemical Structure and Properties:**
* **Chemical Formula:** C17H14N2O
* **Molecular Weight:** 262.3 g/mol
* **Appearance:** Red powder or crystals
* **Solubility:** Soluble in organic solvents like ethanol, chloroform, and benzene; insoluble in water
**Importance in Research:**
Sudan Red I has been used in various research areas, including:
* **Histochemistry and Cytochemistry:**
* It's used as a **staining agent** for lipids (fats and oils) due to its lipophilic nature. This allows researchers to visualize and study lipid distribution and metabolism in cells and tissues.
* It can also be used to stain **amyloid** deposits, which are abnormal protein accumulations associated with various diseases like Alzheimer's disease.
* **Analytical Chemistry:**
* Sudan Red I has been used as a **colorimetric reagent** for the determination of various substances, including **sulfur dioxide** and **heavy metals**.
* **Materials Science:**
* The dye's color and its ability to bind to specific materials have been utilized in developing **optical sensors** for detecting pollutants and other analytes.
* **Biotechnology:**
* Sudan Red I has been investigated as a potential **antimicrobial agent** against certain bacteria.
* **Food Science:**
* Historically, it was used as a **food coloring agent**, but its use is now restricted due to concerns about its potential toxicity.
**Safety Concerns:**
* Sudan Red I is considered a potential **carcinogen** (cancer-causing agent), so its use is strictly regulated in many countries.
* It is important to handle this dye with caution, wearing appropriate protective gear.
**Summary:**
1-o-tolylazo-2-naphthol (Sudan Red I) is a bright red dye with important applications in research. It serves as a valuable tool for visualizing lipids, detecting analytes, and potentially developing new technologies. However, its potential toxicity requires careful handling and limited use.
C.I. Solvent Orange 2: structure; see also record for Orange II [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
| ID Source | ID |
|---|---|
| PubMed CID | 17550 |
| CHEMBL ID | 1976978 |
| CHEBI ID | 82364 |
| SCHEMBL ID | 52228 |
| SCHEMBL ID | 2389884 |
| MeSH ID | M0050006 |
| Synonym |
|---|
| NCI60_004414 |
| 1-[(2-methylphenyl)azo]-2-naphthalenol |
| fat orange rr |
| toluene-2-azonaphthol-2 |
| orange 3r soluble in grease |
| 1-(o-tolueneazo)-2-naphthol |
| fat orange ii |
| 2646-17-5 |
| dolkwal orange ss |
| fd and c orange no. 2 |
| aizen food orange no. 2 |
| orange ss |
| c.i. solvent orange 2 |
| o-tolueno-azo-.beta.-naphthol |
| 2-naphthol, 1-(o-tolylazo)- |
| a.f. orange no. 2 |
| 2-naphthalenol, 1-[(2-methylphenyl)azo]- |
| organol orange 2r |
| orange ot |
| ext d and c orange no. 4 |
| 1-(o-tolylazo)-.beta.-naphthol |
| nsc-58044 |
| nsc58044 |
| 1-(o-tolylazo)-2-naphthol |
| oleal orange ss |
| c.i. 12100 |
| lacquer orange v |
| d & c orange no. 2 |
| orange ot* |
| fd & c orange 2 |
| wln: l66j bnunr b1& cq |
| oranz rozpoustedlova 2 [czech] |
| af orange no. 2 |
| hsdb 2949 |
| japan orange 403 |
| 1-o-tolylazo-2-naphthol |
| d&c orange no. 2 |
| o-tolueno-azo-beta-naphthol |
| 1-((2-methylphenyl)azo)-2-naphthalenol |
| 2-naphthol, 1-(o-tolyazo)- |
| ai3-30761 |
| nsc 58044 |
| 1-(o-tolylazo)-beta-naphthol |
| 1-(o-tolylazo)-b-naphthol |
| oranz ss [czech] |
| brn 0959684 |
| ccris 6083 |
| 2-naphthalenol, 1-((2-methylphenyl)azo)- |
| ci 12100 |
| einecs 220-162-8 |
| ci solvent orange 2 |
| orange ot, dye content 75 % |
| NCIOPEN2_002258 |
| 1-((2-methylphenyl)azo)-2-naphthol |
| c i 12100 |
| solvent orange 2 |
| T0553 |
| C19287 |
| unii-e939mcu4id |
| 2-naphthalenol, 1-(2-(2-methylphenyl)diazenyl)- |
| oranz ss |
| e939mcu4id , |
| oranz rozpoustedlova 2 |
| 4-16-00-00232 (beilstein handbook reference) |
| 2-naphthalenol, 1-[(methylphenyl)azo]- |
| FT-0689118 |
| AKOS025310817 |
| c.i. solvent orange 2 [hsdb] |
| orange tx |
| fd&c orange no. 2 (delisted) |
| d&c orange no. 2 (delisted) |
| daidai403 |
| daidai403 [inci] |
| SCHEMBL52228 |
| CHEBI:82364 , |
| SCHEMBL2389884 |
| 1-[(2-methylphenyl)diazenyl]-2-naphthol # |
| BQFCCCIRTOLPEF-VHEBQXMUSA-N |
| 2-naphthol, 1-((2-methylphenyl)azo)- |
| CHEMBL1976978 |
| mfcd00059523 |
| orange ot (c.i. 12100) |
| DTXSID6025808 |
| AKOS028109373 |
| J-016437 |
| (e)-1-(o-tolyldiazenyl)naphthalen-2-ol |
| 1-[(2-methylphenyl)diazenyl]naphthalen-2-ol |
| DTXSID30873446 |
| 1-[(e)-(2-methylphenyl)diazenyl]naphthalen-2-ol |
| 93449-46-8 |
| Q27155902 |
| BCP30002 |
| 1-(o-tolyldiazenyl)naphthalen-2-ol |
| D92359 |
| STARBLD0009634 |
| AS-81745 |
| 1-[2-(2-methylphenyl)diazen-1-yl]naphthalen-2-ol |
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 3 (75.00) | 18.7374 |
| 1990's | 1 (25.00) | 18.2507 |
| 2000's | 0 (0.00) | 29.6817 |
| 2010's | 0 (0.00) | 24.3611 |
| 2020's | 0 (0.00) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
| This Compound (12.53) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 5 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||