1520-26-9

Basic information

• Product Name: 2-HYDROXYPHENYLTHIOUREA
• Synonyms: 2-HYDROXYPHENYLTHIOUREA;1-(2-HYDROXYPHENYL)-2-THIOUREA;1-(o-Hydroxyphenyl)thiourea;N-(2-Hydroxyphenyl)thiourea, 97%;1-(2-Hydroxyphenyl)thiourea
• CAS NO: 1520-26-9
• Molecular Formula: C₇H₈N₂OS
• Molecular Weight: 168.22
• EINECS: -0
• Mol File: 1520-26-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 160-161°C
• Boiling Point: 306.1°Cat760mmHg
• Flash Point: 138.9°C
• Appearance: /
• Density: 1.45g/cm³
• Vapor Pressure: 0.000435mmHg at 25°C
• Refractive Index: 1.777
• PKA: 9.00±0.35(Predicted)
• BRN: 1102479
• CAS DataBase Reference: 2-HYDROXYPHENYLTHIOUREA(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXYPHENYLTHIOUREA(1520-26-9)
• EPA Substance Registry System: 2-HYDROXYPHENYLTHIOUREA(1520-26-9)

Safety Data

• Statements: 36
• Safety Statements: 26
• RIDADR: 2811
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 1520-26-9(Hazardous Substances Data)

Usage

General Description

2-Hydroxyphenylthiourea is a chemical compound with the molecular formula C7H8N2OS. It is a white, crystalline solid and is commonly used as a reagent in organic synthesis and as a pharmaceutical intermediate. 2-Hydroxyphenylthiourea has been studied for its potential applications in the treatment of various medical conditions, including as an antioxidant, anti-inflammatory, and anti-cancer agent. It has also been investigated for its potential use in hair dyes and as a potential treatment for Parkinson's disease. Additionally, 2-Hydroxyphenylthiourea has been shown to have chelating properties and is used in the separation and analysis of metal ions. However, it is important to note that 2-Hydroxyphenylthiourea may have toxic effects and should be handled and used with caution.

InChI:InChI=1/C7H8N2OS/c8-7(11)9-5-3-1-2-4-6(5)10/h1-4,10H,(H3,8,9,11)

Upstream product

• 333-20-0 potassium thioacyanate 
• 51-19-4 2-aminophenol hydrochloride 
• 7732-18-5 water 
• 540-72-7 sodium thiocyanide 
• 95-55-6 2-amino-phenol 
• 1147550-11-5 ammonium thiocyanate 
• 51-78-5 p-aminophenol hydrochloride 
• 53514-41-3 N-[[(2-hydroxyphenyl)amino]thioxomethyl]benzamide 

Downstream Products

• 4570-41-6 1,3-benzoxazol-2-amine 
• 2382-96-9 benzo[d]oxazole-2-(3H)-thione 
• 381701-66-2 2-(2-hydroxyphenylimino)-thiazolidin-4-one 
• 1173282-18-2 2-(4-(4-hydroxyphenyl)thiazol-2-ylamino)phenol 
• 1173282-19-3 4-(2-(2-hydroxyphenylamino)thiazol-4-yl)benzene-1,3-diol 
• 3394-24-9 2-(2-hydroxyphenylamino)-4-phenylthiazole 
• 1187669-24-4 2-{[4-(4-pyridinyl)-1,3-thiazol-2-yl]amino}phenol 
• 20600-52-6 N-(4-hydroxybenzo[d]thiazol-2-yl)acetamide 
• 659731-49-4 acetic acid 2-acetylamino-benzothiazol-4-yl ester 
• 21344-88-7 N-(2-hydroxyphenyl)-4-(4-chlorophenyl)-1,3-thiazole-2-amine 
• 1415233-78-1 N-[2-(2-Hydroxy-phenylamino)-4'-methyl-[4,5']bithiazolyl-2'-yl]-acetamide.HBr 
• 1415233-35-0 (2-Propoxy-phenyl)-(4-pyridin-3-yl-thiazol-2-yl)-amine 
• 1415233-79-2 2-(4-pyridin-3-yl-thiazol-2-ylamino)-phenol 
• 7471-03-6 2-amino-4-hydroxybenzothiazole 

Relevant articles and documents

OPIOID RECEPTOR MODULATORS AND USE THEREOF

Disclosed is an in vitro screening method for identifying an antagonist-to-agonist allosteric modifier of a mu-opioid receptor and an in vivo method for confirming that a test compound is such a modifier of a mu-opioid receptor. Also disclosed is a method

Multi-dimensional target profiling of N,4-diaryl-1,3-thiazole-2-amines as potent inhibitors of eicosanoid metabolism

Eicosanoids like leukotrienes and prostaglandins play a considerable role in inflammation. Produced within the arachidonic acid (AA) cascade, these lipid mediators are involved in the pathogenesis of pain as well as acute and chronic inflammatory diseases like rheumatoid arthritis and asthma. With regard to the lipid cross-talk within the AA pathway, a promising approach for an effective anti-inflammatory therapy is the development of inhibitors targeting more than one enzyme of this cascade. Within this study, thirty N-4-diaryl-1,3-thiazole-2- amine based compounds with different substitution patterns were synthesized and tested in various cell-based assays to investigate their activity and selectivity profile concerning five key enzymes involved in eicosanoid metabolism (5-, 12-, 15-lipoxygenase (LO), cyclooxygenase-1 and -2 (COX-1/-2)). With compound 7, 2-(4-phenyl)thiazol-2-ylamino)phenol (ST-1355), a multi-target ligand targeting all tested enzymes is presented, whereas compound 9, 2-(4-(4-chlorophenyl)thiazol-2-ylamino)phenol (ST-1705), represents a potent and selective 5-LO and COX-2 inhibitor with an IC50 value of 0.9 ± 0.2 μM (5-LO) and a residual activity of 9.1 ± 1.1% at 10 μM (COX-2 product formation). The promising characteristics and the additional non-cytotoxic profile of both compounds reveal new lead structures for the treatment of eicosanoid-mediated diseases.

Structure-activity relationships of 2-aminothiazoles effective against Mycobacterium tuberculosis

A series of 2-aminothiazoles was synthesized based on a HTS scaffold from a whole-cell screen against Mycobacterium tuberculosis (Mtb). The SAR shows the central thiazole moiety and the 2-pyridyl moiety at C-4 of the thiazole are intolerant to modification. However, the N-2 position of the aminothiazole exhibits high flexibility and we successfully improved the antitubercular activity of the initial hit by more than 128-fold through introduction of substituted benzoyl groups at this position. N-(3-Chlorobenzoyl)-4-(2-pyridinyl) -1,3-thiazol-2-amine (55) emerged as one of the most promising analogues with a MIC of 0.024 μM or 0.008 μg/mL in 7H9 media and therapeutic index of nearly ～300. However, 55 is rapidly metabolized by human liver microsomes (t1/2 = 28 min) with metabolism occurring at the invariant aminothiazole moiety and Mtb develops spontaneous low-level resistance with a frequency of ～10-5.