2-(2'-hydroxy-3'-methoxyphenyl)benzothiazole profile

2-(2'-hydroxy-3'-methoxyphenyl)benzothiazole, also known as **2-(2-hydroxy-3-methoxyphenyl)benzothiazole**, is an organic compound that belongs to the **benzothiazole** family. It is a **heterocyclic compound** containing both a **benzene** and a **thiazole** ring.

Here's what makes it important for research:

**1. Fluorescent Properties:**

* This compound exhibits **strong fluorescence** with a high quantum yield, making it valuable for applications in **fluorescence microscopy**, **bioimaging**, and **sensor development**. The presence of the hydroxy and methoxy groups on the phenyl ring contributes to its fluorescence properties.

**2. Pharmacological Potential:**

* Studies have shown that 2-(2-hydroxy-3-methoxyphenyl)benzothiazole possesses **biological activity** against various targets, including:
* **Antimicrobial activity:** Some studies suggest it has antimicrobial properties against certain bacteria and fungi.
* **Anti-inflammatory activity:** It has shown potential for reducing inflammation in various models.
* **Anti-cancer activity:** Certain derivatives of this compound have exhibited cytotoxic effects against cancer cells.

**3. Materials Science:**

* The compound's unique structural features and fluorescence properties make it a potential candidate for use in **organic electronics** and **materials science**. For example, it could be used as a component in organic light-emitting diodes (OLEDs) or as a building block for fluorescent polymers.

**4. Analytical Chemistry:**

* The compound's fluorescence properties can be exploited for **analytical chemistry** applications, such as **spectrophotometry** and **fluorescence spectroscopy**. It can be used as a probe for detecting and quantifying various substances.

**Note:** Research on this compound is ongoing, and further investigation is needed to fully understand its potential applications and develop it into useful technologies.

**Overall, 2-(2'-hydroxy-3'-methoxyphenyl)benzothiazole is a promising compound with potential applications in various fields due to its fluorescence properties, biological activity, and potential for materials science and analytical chemistry.**

2-(2'-hydroxy-3'-methoxyphenyl)benzothiazole: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	95754
CHEMBL ID	1509336
SCHEMBL ID	5976929
MeSH ID	M0541130

Synonym
AKOS000408362
HMS2630F03
nsc33162
6265-93-6
nsc-33162
MLS000716124 ,
smr000277641
2-(2'-hydroxy-3'-methoxyphenyl)benzothiazole
brn 0536694
phenol, 2-(2-benzothiazolyl)-6-methoxy-
(6z)-6-(3h-1,3-benzothiazol-2-ylidene)-2-methoxycyclohexa-2,4-dien-1-one
NCGC00245413-01
CHEMBL1509336
nsc 33162
SCHEMBL5976929
CKFLKUKQCSXXBI-UHFFFAOYSA-N
(6z)-6-(3h-1,3-benzothiazol-2-ylidene)-2-methoxy-1-cyclohexa-2,4-dienone
bdbm114884
cid_5439163
(6z)-6-(3h-1,3-benzothiazol-2-ylidene)-2-methoxy-cyclohexa-2,4-dien-1-one
SR-01000366979-1
sr-01000366979
2-(2-hy-droxy-3-methoxyphenyl)benzothiazole
2-benzothiazol-2-yl-6-methoxyphenol
2-(benzo[d]thiazol-2-yl)-6-methoxyphenol
2-(1,3-benzothiazol-2-yl)-6-methoxyphenol
STL509211
DTXSID80978218

Protein Targets (18)

Potency Measurements

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Chain A, Ferritin light chain	Equus caballus (horse)	Potency	28.1838	5.6234	17.2929	31.6228	AID485281
Luciferase	Photinus pyralis (common eastern firefly)	Potency	0.3381	0.0072	15.7588	89.3584	AID588342
Nrf2	Homo sapiens (human)	Potency	6.3096	0.0920	8.2222	23.1093	AID624171
glp-1 receptor, partial	Homo sapiens (human)	Potency	28.1838	0.0184	6.8060	14.1254	AID624417
ATAD5 protein, partial	Homo sapiens (human)	Potency	2.0246	0.0041	10.8903	31.5287	AID504466; AID504467
aldehyde dehydrogenase 1 family, member A1	Homo sapiens (human)	Potency	39.8107	0.0112	12.4002	100.0000	AID1030
NPC intracellular cholesterol transporter 1 precursor	Homo sapiens (human)	Potency	5.6234	0.0126	2.4518	25.0177	AID485313
chromobox protein homolog 1	Homo sapiens (human)	Potency	100.0000	0.0060	26.1688	89.1251	AID540317
nuclear factor erythroid 2-related factor 2 isoform 2	Homo sapiens (human)	Potency	25.9290	0.0041	9.9848	25.9290	AID504444
importin subunit beta-1 isoform 1	Homo sapiens (human)	Potency	25.1189	5.8048	36.1306	65.1308	AID540263
ras-related protein Rab-9A	Homo sapiens (human)	Potency	3.1623	0.0002	2.6215	31.4954	AID485297
snurportin-1	Homo sapiens (human)	Potency	25.1189	5.8048	36.1306	65.1308	AID540263
peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	Homo sapiens (human)	Potency	89.1251	0.4256	12.0591	28.1838	AID504891
DNA polymerase iota isoform a (long)	Homo sapiens (human)	Potency	100.0000	0.0501	27.0736	89.1251	AID588590
survival motor neuron protein isoform d	Homo sapiens (human)	Potency	7.0795	0.1259	12.2344	35.4813	AID1458
muscleblind-like protein 1 isoform 1	Homo sapiens (human)	Potency	35.4813	0.0041	9.9625	28.1838	AID2675
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (22)

Assay ID	Title	Year	Journal	Article
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID651635	Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID504812	Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign	2010	Endocrinology, Jul, Volume: 151, Issue:7	A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID504810	Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign	2010	Endocrinology, Jul, Volume: 151, Issue:7	A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID1745845	Primary qHTS for Inhibitors of ATXN expression
AID1265777	Antibacterial activity against Escherichia coli assessed as growth inhibition incubated for 24 hrs at 37 degC by agar well diffusion method	2016	Bioorganic & medicinal chemistry letters, Jan-01, Volume: 26, Issue:1	An efficient green synthesis of 2-arylbenzothiazole analogues as potent antibacterial and anticancer agents.
AID1265776	Antibacterial activity against Staphylococcus aureus assessed as growth inhibition incubated for 24 hrs at 37 degC by agar well diffusion method	2016	Bioorganic & medicinal chemistry letters, Jan-01, Volume: 26, Issue:1	An efficient green synthesis of 2-arylbenzothiazole analogues as potent antibacterial and anticancer agents.
AID607800	Inhibition of bovine liver beta glucuronidase assessed as p-nitrophenol formation at 0.2 mM after 30 mins by spectrophotometric method	2011	Bioorganic & medicinal chemistry, Jul-15, Volume: 19, Issue:14	Synthesis of novel inhibitors of β-glucuronidase based on benzothiazole skeleton and study of their binding affinity by molecular docking.
AID607802	Inhibition of urease	2011	Bioorganic & medicinal chemistry, Jul-15, Volume: 19, Issue:14	Synthesis of novel inhibitors of β-glucuronidase based on benzothiazole skeleton and study of their binding affinity by molecular docking.
AID607801	Inhibition of alpha-chymotrypsin	2011	Bioorganic & medicinal chemistry, Jul-15, Volume: 19, Issue:14	Synthesis of novel inhibitors of β-glucuronidase based on benzothiazole skeleton and study of their binding affinity by molecular docking.
AID1265779	Antibacterial activity against Salmonella assessed as growth inhibition incubated for 24 hrs at 37 degC by agar well diffusion method	2016	Bioorganic & medicinal chemistry letters, Jan-01, Volume: 26, Issue:1	An efficient green synthesis of 2-arylbenzothiazole analogues as potent antibacterial and anticancer agents.
AID1265775	Cytotoxicity against human HeLa cells assessed as cell death after 24 hrs by MTT assay	2016	Bioorganic & medicinal chemistry letters, Jan-01, Volume: 26, Issue:1	An efficient green synthesis of 2-arylbenzothiazole analogues as potent antibacterial and anticancer agents.
AID1265774	Cytotoxicity against human MCF7 cells assessed as cell death after 24 hrs by MTT assay	2016	Bioorganic & medicinal chemistry letters, Jan-01, Volume: 26, Issue:1	An efficient green synthesis of 2-arylbenzothiazole analogues as potent antibacterial and anticancer agents.
AID1265778	Antibacterial activity against Bacillus subtilis assessed as growth inhibition incubated for 24 hrs at 37 degC by agar well diffusion method	2016	Bioorganic & medicinal chemistry letters, Jan-01, Volume: 26, Issue:1	An efficient green synthesis of 2-arylbenzothiazole analogues as potent antibacterial and anticancer agents.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	2 (25.00)	29.6817
2010's	5 (62.50)	24.3611
2020's	1 (12.50)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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	8 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
ciprofloxacin Ciprofloxacin: A broad-spectrum antimicrobial carboxyfluoroquinoline.. ciprofloxacin : A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.	2.13	1	aminoquinoline; cyclopropanes; fluoroquinolone antibiotic; N-arylpiperazine; quinolinemonocarboxylic acid; quinolone antibiotic; quinolone; zwitterion	antibacterial drug; antiinfective agent; antimicrobial agent; DNA synthesis inhibitor; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; environmental contaminant; topoisomerase IV inhibitor; xenobiotic
2-phenylbenzothiazole 2-phenylbenzothiazole: structure given in first source	2.13	1
2-(2-hydroxyphenyl)benzothiazole 2-(1,3-benzothiazol-2-yl)phenol : A member of the class of benzothiazoles that is 1,3-benzothiazole substituted by a 2-hydroxyphenyl group at position 2.	2.49	2	benzothiazoles; phenols	geroprotector
tobramycin Tobramycin: An aminoglycoside, broad-spectrum antibiotic produced by Streptomyces tenebrarius. It is effective against gram-negative bacteria, especially the PSEUDOMONAS species. It is a 10% component of the antibiotic complex, NEBRAMYCIN, produced by the same species.. tobramycin : A amino cyclitol glycoside that is kanamycin B lacking the 3-hydroxy substituent from the 2,6-diaminoglucose ring.	2.13	1	amino cyclitol glycoside	antibacterial agent; antimicrobial agent; toxin
gentamicin c1a [no description available]	2.13	1	gentamycin C
2-(4'-chlorophenyl)benzothiazole [no description available]	2.06	1
saccharolactone saccharolactone: used as index for assessing induction of hepatic enzymes by anticonvulsants; RN given refers to cpd without isomeric designation. D-glucaro-1,4-lactone : A delta-lactone that is D-glucono-1,4-lactone in which the hydroxy group at position 6 has been oxidised to the corresponding carboxylic acid.	2.06	1	aldarolactone; delta-lactone
2-pyridin-4-yl-1,3-benzothiazole [no description available]	2.06	1	benzothiazoles

Condition	Indicated	Relationship Strength	Studies	Trials
Innate Inflammatory Response [description not available]	0	2.05	1	0
Inflammation A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.	0	2.05	1	0

2-(2'-hydroxy-3'-methoxyphenyl)benzothiazole

Description

Cross-References

Synonyms (28)

Protein Targets (18)

Potency Measurements

Inhibition Measurements

Bioassays (22)

Research

Studies (8)

Market Indicators

Research Demand Index: 12.15

Study Types

2-(2'-hydroxy-3'-methoxyphenyl)benzothiazole

Description

Cross-References

Synonyms (28)

Protein Targets (18)

Potency Measurements

Inhibition Measurements

Bioassays (22)

Research

Studies (8)

Market Indicators

Research Demand Index: 12.15

Study Types

Related Drugs (8)

Related Conditions (2)