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2010-15-3,MFCD00027413
Catalog No.:AA002D2F

2010-15-3 | 3-Phenyl-2-thiohydantoin

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Purity
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100mg
>98.0%(HPLC)
in stock  
$94.00   $66.00
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1g
>98.0%(HPLC)
in stock  
$698.00   $488.00
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5g
>98.0%(HPLC)
in stock  
$3,365.00   $2,355.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA002D2F
Chemical Name:
3-Phenyl-2-thiohydantoin
CAS Number:
2010-15-3
Molecular Formula:
C9H8N2OS
Molecular Weight:
192.2376
MDL Number:
MFCD00027413
SMILES:
O=C1CNC(=S)N1c1ccccc1
Properties
Properties
 
Form:
Solid  
MP:
approximate 257℃  
Storage:
2-8℃;Keep in dry area;  

Computed Properties
 
Complexity:
236  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
1.4  

Downstream Synthesis Route

[1]Ryczek,J.[PolishJournalofChemistry,1994,vol.68,#12,p.2599-2604]

[2]Kavalek,Jaromir;Machacek,Vladimir;Svobodova,Gabriela;Sterba,Vojeslav[CollectionofCzechoslovakChemicalCommunications,1986,vol.51,#2,p.375-390]

[3]Ryczek,Jozef[JournalofHeterocyclicChemistry,2003,vol.40,#4,p.665-670]

[4]Brautlecht[JournalofBiologicalChemistry,1912,vol.10,p.144]

[5]Kavalek,Jaromir;Machacek,Vladimir;Svobodova,Gabriela;Sterba,Vojeslav[CollectionofCzechoslovakChemicalCommunications,1986,vol.51,#2,p.375-390]

[6]Mindl,Jaromir;Sterba,Vojeslav[CollectionofCzechoslovakChemicalCommunications,1987,vol.52,#1,p.156-161]

[7]Muccioli,GiulioG.;Fazio,Nicola;Scriba,GerhardK.E.;Poppitz,Wolfgang;Cannata,Fabio;Poupaert,JacquesH.;Wouters,Johan;Lambert,DidierM.[JournalofMedicinalChemistry,2006,vol.49,#1,p.417-425]

<i>N</i>-dithiocarboxy-glycineanilide;compoundwithaminoaceticacidanilide 
  2010-15-3 

[1]Johnson;Hill;Kelsey[JournaloftheAmericanChemicalSociety,1920,vol.42,p.1714,1719]

[1]Jangale,AshaD.;Wagh,YogeshB.;Tayade,YogeshA.;Dalal,DipakS.[SyntheticCommunications,2015,vol.45,#16,p.1876-1886]

[2]Elancheran,R.;Kabilan,S.;Krishnasamy,K.;Manikandan,V.;Vanitha,U.[JournalofMolecularStructure,2021,vol.1246]

[3]Maccari,Rosanna;Ettari,Roberta;Adornato,Ilenia;Naß,Alexandra;Wolber,Gerhard;Bitto,Alessandra;Mannino,Federica;Aliquò,Federica;Bruno,Giuseppe;Nicolò,Francesco;Previti,Santo;Grasso,Silvana;Zappalà,Maria;Ottanà,Rosaria[BioorganicandMedicinalChemistryLetters,2018,vol.28,#3,p.278-283]

[4]Sjoequist[ArkivfoerKemi,1957,vol.11,p.129,130,132]Edman[ActaChemicaScandinavica(1947),1950,vol.4,p.277,281]

[5]Aschan[ChemischeBerichte,1884,vol.17,p.424]

[6]Atalla;Bakhite;Hussein;KamalEl-Dean[Phosphorus,SulfurandSiliconandtheRelatedElements,1996,vol.112,#1-4,p.1-6]

[7]Ottanà,Rosaria;Paoli,Paolo;Lori,Giulia;Adornato,Ilenia;Previti,Santo;Naß,Alexandra;Wolber,Gerhard;Maccari,Rosanna[BioorganicChemistry,2019,vol.92]

[1]Khodair,AhmedI.[Phosphorus,SulfurandSiliconandtheRelatedElements,1997,vol.122,p.9-26]

[2]Chazeau,V;Cussac,M;Boucherle,A[EuropeanJournalofMedicinalChemistry,1992,vol.27,#6,p.615-625]

[3]Beloglazkina,ElenaK.;Majouga,AlexanderG.;Moiseeva,AnnaA.;Zyk,NikolaiV.[Phosphorus,SulfurandSiliconandtheRelatedElements,2013,vol.188,#4,p.377-383]

[1]Girgis,NabihSaddik;Elgemeie,GalalEldinHamza;Nawar,GalalAbdelMoein;Elnagdi,MohamedHilmy[LiebigsAnnalenderChemie,1983,#9,p.1468-1475]

Literature

Title: Enzalutamide in Men with Nonmetastatic, Castration-Resistant Prostate Cancer.

Journal: The New England journal of medicine 20180628

Title: Niclosamide suppresses cell migration and invasion in enzalutamide resistant prostate cancer cells via Stat3-AR axis inhibition.

Journal: The Prostate 20150901

Title: Targeting chromatin binding regulation of constitutively active AR variants to overcome prostate cancer resistance to endocrine-based therapies.

Journal: Nucleic acids research 20150713

Title: Enzalutamide in metastatic prostate cancer before chemotherapy.

Journal: The New England journal of medicine 20140731

Title: Niclosamide inhibits androgen receptor variants expression and overcomes enzalutamide resistance in castration-resistant prostate cancer.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20140615

Title: Changing paradigms in management of metastatic Castration Resistant Prostate Cancer (mCRPC).

Journal: BMC urology 20140101

Title: NF-κB2/p52 induces resistance to enzalutamide in prostate cancer: role of androgen receptor and its variants.

Journal: Molecular cancer therapeutics 20130801

Title: Management of docetaxel failures in metastatic castrate-resistant prostate cancer.

Journal: The Urologic clinics of North America 20121101

Title: Increased survival with enzalutamide in prostate cancer after chemotherapy.

Journal: The New England journal of medicine 20120927

Title: Enzalutamide--a major advance in the treatment of metastatic prostate cancer.

Journal: The New England journal of medicine 20120927

Title: Optimizing the care of patients with advanced prostate cancer in the UK: current challenges and future opportunities.

Journal: BJU international 20120901

Title: Urologists and oncologists: adapting to a new treatment paradigm in castration-resistant prostate cancer (CRPC).

Journal: BJU international 20120801

Title: Distinct transcriptional programs mediated by the ligand-dependent full-length androgen receptor and its splice variants in castration-resistant prostate cancer.

Journal: Cancer research 20120715

Title: Novel molecular targets for the therapy of castration-resistant prostate cancer.

Journal: European urology 20120501

Title: The evolving paradigm of second-line hormonal therapy options for castration-resistant prostate cancer.

Journal: Current opinion in oncology 20120501

Title: Interactions of abiraterone, eplerenone, and prednisolone with wild-type and mutant androgen receptor: a rationale for increasing abiraterone exposure or combining with MDV3100.

Journal: Cancer research 20120501

Title: Beyond castration-defining future directions in the hormonal treatment of prostate cancer.

Journal: Hormones & cancer 20120401

Title: ARN-509: a novel antiandrogen for prostate cancer treatment.

Journal: Cancer research 20120315

Title: MDV3100 for the treatment of prostate cancer.

Journal: Expert opinion on investigational drugs 20120201

Title: The evolution of antiandrogens: MDV3100 comes of age.

Journal: Expert review of anticancer therapy 20120201

Title: Novel therapies for metastatic castrate-resistant prostate cancer.

Journal: Journal of the National Cancer Institute 20111116

Title: Current clinical trials in castrate-resistant prostate cancer.

Journal: Current urology reports 20110601

Title: [The trend toward development of novel agents based on the mechanism of prostate cancer progression].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20110601

Title: Androgen receptor amplification is reflected in the transcriptional responses of Vertebral-Cancer of the Prostate cells.

Journal: Molecular and cellular endocrinology 20110101

Title: Changing therapeutic paradigms in castrate-resistant prostate cancer.

Journal: Clinical genitourinary cancer 20101201

Title: A renaissance in the medical treatment of advanced prostate cancer.

Journal: Oncology (Williston Park, N.Y.) 20101201

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Revisiting the ultimate target of treatment for prostate cancer.

Journal: Lancet (London, England) 20100424

Title: Antitumour activity of MDV3100 in castration-resistant prostate cancer: a phase 1-2 study.

Journal: Lancet (London, England) 20100424

Title: [Androgen-deprivation therapy in prostate cancer: clinical evidence and future perspectives].

Journal: Urologia 20100101

Title: Steroid hormone receptors in prostate cancer: a hard habit to break?

Journal: Cancer cell 20091208

Title: Beyond castration and chemotherapy: novel approaches to targeting androgen-driven pathways.

Journal: Maturitas 20091020

Title: New therapeutic agents for castration-refractory prostate cancer.

Journal: Clinical genitourinary cancer 20090801

Title: Development of androgen receptor antagonists with promising activity in castration-resistant prostate cancer.

Journal: Cancer cell 20090602

Title: Development of a second-generation antiandrogen for treatment of advanced prostate cancer.

Journal: Science (New York, N.Y.) 20090508

Title: Drug development. New way to target hormone receptor thwarts prostate cancer.

Journal: Science (New York, N.Y.) 20090410

Title: Electrochemical analysis of the alanine phenylthiohydantoin derivative by cathodic stripping voltammetry.

Journal: Analytical biochemistry 20080801

Title: Polymeric alkenoxy amino acid surfactants: V. Comparison of carboxylate and sulfate head group polymeric surfactants for enantioseparation in MEKC.

Journal: Electrophoresis 20070601

Title: ABRF ESRG 2005 study: identification of seven modified amino acids by Edman sequencing.

Journal: Journal of biomolecular techniques : JBT 20061201

Title: Immobilization of phospholipid-avidin on fused-silica capillaries for chiral separation in open-tubular capillary electrochromatography.

Journal: Electrophoresis 20060401

Title: Substituted 2-thioxoimidazolidin-4-ones and imidazolidine-2,4-diones as fatty acid amide hydrolase inhibitors templates.

Journal: Journal of medicinal chemistry 20060112

Title: Simultaneous optimization of the resolution and analysis time in micellar liquid chromatography of phenyl thiohydantoin amino acids using Derringer's desirability function.

Journal: Journal of chromatography. A 20050617

Title: Inactivation of brain myo-inositol monophosphate phosphatase by pyridoxal-5'-phosphate.

Journal: Journal of biochemistry and molecular biology 20050131

Title: Enantioselectivity of structurally modified poly(sodium undecenoyl-L-leucinate) by insertion of Triton X-102 surfactant molecules.

Journal: Electrophoresis 20040801

Title: Separation of phenylthiohydantoin amino acids by capillary electrochromatography.

Journal: Electrophoresis 20040201

Title: Identification of PTH-amino acids by HPLC.

Journal: Methods in molecular biology (Clifton, N.J.) 20030101

Title: Rapid separation of phenylthiohydantoin amino acids: ambient pressure ion-mobility mass spectrometry (IMMS).

Journal: Analytical and bioanalytical chemistry 20030101

Title: Applicability of a modified Edman procedure for measurement of protein adducts: mechanisms of formation and degradation of phenylthiohydantoins.

Journal: Chemical research in toxicology 20020401

Title: Separation of barbiturates and phenylthiohydantoin amino acids using the thermally tuned tandem column concept.

Journal: Analytical chemistry 20010415

Title: Assignment of the disulfide bonds of huwentoxin-II by Edman degradation sequencing and stepwise thiol modification.

Journal: European journal of biochemistry 20010401

Title: Evaluation of anti-HIV activity of 5-(2-phenyl-3'-indolal)-2-thiohydantoin.

Journal: Farmaco (Societa chimica italiana : 1989) 19980730

Title: S-glucosylated hydantoins as new antiviral agents.

Journal: Journal of medicinal chemistry 19940107

Title: Amino acid sequences of a-factor mating peptides from Saccharomyces cerevisiae.

Journal: The Journal of biological chemistry 19870115

Title: Porcine pancreatic lipase. The disulfide bridges and the sulfhydryl groups.

Journal: European journal of biochemistry 19821115

Title: Amino acid sequence of heat-stable enterotoxin produced by Escherichia coli pathogenic for man.

Journal: The Journal of biological chemistry 19810810

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