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74214-62-3,MFCD00009730
Catalog No.:AA008QPB

74214-62-3 | 9H-Pyrido[3,4-b]indole-3-carboxylicacid, ethyl ester

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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA008QPB
Chemical Name:
9H-Pyrido[3,4-b]indole-3-carboxylicacid, ethyl ester
CAS Number:
74214-62-3
Molecular Formula:
C14H12N2O2
Molecular Weight:
240.2573
MDL Number:
MFCD00009730
SMILES:
CCOC(=O)c1ncc2c(c1)c1ccccc1[nH]2
NSC Number:
610937
Properties
Computed Properties
 
Complexity:
321  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
3  
XLogP3:
2.9  

Downstream Synthesis Route

[1]Yin,Wenyuan;Sarma,P.V.V.Srirama;Ma,Jun;Han,Dongmei;Chen,JessicaL.;Cook,JamesM.[TetrahedronLetters,2005,vol.46,#37,p.6363-6368]

[1]Yin,Wenyuan;Sarma,P.V.V.Srirama;Ma,Jun;Han,Dongmei;Chen,JessicaL.;Cook,JamesM.[TetrahedronLetters,2005,vol.46,#37,p.6363-6368]

[2]Lippke;Schunack;Wenning;Muller[JournalofMedicinalChemistry,1983,vol.26,#4,p.499-503]

[3]Wang,Yue;Jin,Qiaomei;Lin,Guowu;Yang,Taotao;Wang,Zhanwei;Lu,Yi;Tang,Yimin;Liu,Lifang;Lu,Tao[ChemicalandPharmaceuticalBulletin,2012,vol.60,#4,p.435-441]

[4]Lin,Guowu;Wang,Yue;Zhou,Qingfa;Wang,Jian;Yang,Taotao;Wang,Zhanwei;Lu,Tao[SyntheticCommunications,2012,vol.42,#13,p.1895-1910]

[5]Jin,Qiao-Mei;Lu,Yi;Jin,Jian-Lin;Guo,Hao;Lin,Guo-Wu;Wang,Yue;Lu,Tao[InorganicaChimicaActa,2014,vol.421,p.91-99]

[1]TetrahedronLetters,2005,vol.46,p.6363-6368

[2]JournalofMedicinalChemistry,1983,vol.26,p.499-503

[3]Heterocycles,1986,vol.24,p.2845-2855

[4]ChemicalandPharmaceuticalBulletin,2012,vol.60,p.435-441

[5]InorganicaChimicaActa,2014,vol.421,p.91-99

[6]BioorganicandMedicinalChemistryLetters,2015,vol.25,p.3873-3877

[7]MedChemComm,2015,vol.6,p.2170-2174

261762-47-4    74214-62-3   
ethyl9-(3-chloro-2,6-difluorobenzyl)-9H-ß-carboline-3-carboxylate 

[1]CurrentPatentAssignee:PFIZERINC-WO2004/67531,2004,A1Locationinpatent:Page40

[2]CurrentPatentAssignee:PFIZERINC-US2005/165040,2005,A1Locationinpatent:Page/Pagecolumn21-22

Literature

Title: Remarkable selectivity of the in vivo binding of [3H]Ro15-4513 to α5 subtype of benzodiazepine receptor in the living mouse brain.

Journal: Synapse (New York, N.Y.) 20101201

Title: Alcohol- and alcohol antagonist-sensitive human GABAA receptors: tracking δ subunit incorporation into functional receptors.

Journal: Molecular pharmacology 20101101

Title: Design, synthesis, and subtype selectivity of 3,6-disubstituted β-carbolines at Bz/GABA(A)ergic receptors. SAR and studies directed toward agents for treatment of alcohol abuse.

Journal: Bioorganic & medicinal chemistry 20101101

Title: Relative potency and effectiveness of flunitrazepam, ethanol, and beta-CCE for disrupting the acquisition and retention of response sequences in rats.

Journal: Behavioural pharmacology 20090201

Title: 3D and quantum QSAR of non-benzodiazepine compounds.

Journal: European journal of medicinal chemistry 20081101

Title: Selective influence on contextual memory: physiochemical properties associated with selectivity of benzodiazepine ligands at GABAA receptors containing the alpha5 subunit.

Journal: Journal of medicinal chemistry 20080710

Title: Efficacy and the discriminative stimulus effects of negative GABAA modulators, or inverse agonists, in diazepam-treated rhesus monkeys.

Journal: The Journal of pharmacology and experimental therapeutics 20060801

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Negative GABA(A) modulators attenuate the discriminative stimulus effects of benzodiazepines and the neuroactive steroid pregnanolone in rhesus monkeys.

Journal: Psychopharmacology 20051001

Title: Identification of a residue in the gamma-aminobutyric acid type A receptor alpha subunit that differentially affects diazepam-sensitive and -insensitive benzodiazepine site binding.

Journal: Journal of neurochemistry 20040301

Title: The discovery of tadalafil: a novel and highly selective PDE5 inhibitor. 1: 5,6,11,11a-tetrahydro-1H-imidazo[1',5':1,6]pyrido[3,4-b]indole-1,3(2H)-dione analogues.

Journal: Journal of medicinal chemistry 20031009

Title: Pharmacophore/receptor models for GABA(A)/BzR subtypes (alpha1beta3gamma2, alpha5beta3gamma2, and alpha6beta3gamma2) via a comprehensive ligand-mapping approach.

Journal: Journal of medicinal chemistry 20000113

Title: Synthesis and evaluation of analogues of the partial agonist 6-(propyloxy)-4-(methoxymethyl)-beta-carboline-3-carboxylic acid ethyl ester (6-PBC) and the full agonist 6-(benzyloxy)-4-(methoxymethyl)-beta-carboline-3-carboxylic acid ethyl ester (Zk 93423) at wild type and recombinant GABAA receptors.

Journal: Journal of medicinal chemistry 19980702

Title: Increasing-current electroshock seizure test: a new method for assessment of anti- and pro-convulsant activities of drugs in mice.

Journal: Journal of pharmacological and toxicological methods 19960201

Title: Enhanced sensitivity to beta-carboline inverse agonists in rats chronically treated with FG 7142.

Journal: Brain research bulletin 19870901

Title: Chlordiazepoxide enhances the anxiogenic action of CGS 8216 in the social interaction test: evidence for benzodiazepine withdrawal?

Journal: Pharmacology, biochemistry, and behavior 19850701

Title: Isoniazid-induced convulsions in rats: effects of Ro 15-1788 and beta-CCE.

Journal: European journal of pharmacology 19850619

Title: Evidence for an involvement of GABA receptors in the mediation of the proconvulsant action of ethyl-beta-carboline-3-carboxylate.

Journal: Neuropharmacology 19840301

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Tags:74214-62-3 Molecular Formula|74214-62-3 MDL|74214-62-3 SMILES|74214-62-3 9H-Pyrido[3,4-b]indole-3-carboxylicacid, ethyl ester |Heterocyclic_Building_Blocks