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20315-68-8,MFCD00012071
Catalog No.:AA0028MJ

20315-68-8 | 6-Methoxy-2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indole

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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:
AA0028MJ
Chemical Name:
6-Methoxy-2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indole
CAS Number:
20315-68-8
Molecular Formula:
C12H14N2O
Molecular Weight:
202.2524
MDL Number:
MFCD00012071
SMILES:
COc1ccc2c(c1)c1CCNCc1[nH]2
Properties
Properties
 
BP:
388.6 °C at 760 mmHg  
Form:
Solid  
MP:
219-222 °C  
Storage:
Room Temperature;  

Computed Properties
 
Complexity:
234  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
1.5  

Downstream Synthesis Route

[1]Pellegrini;Strassler;Weber;Borschberg[TetrahedronAsymmetry,1994,vol.5,#10,p.1979-1992]

[2]Huang,Yuan-Qiong;Song,Hong-Jian;Liu,Yu-Xiu;Wang,Qing-Min[Chemistry-AEuropeanJournal,2018,vol.24,#9,p.2065-2069]

[3]Spaeth;Lederer[ChemischeBerichte,1930,vol.63,p.2102,2106]

[4]Jiang,Weiqin;Zhang,Xuqing;Sui,Zhihua[Organicletters,2003,vol.5,#1,p.43-46]

[5]Jing,Dong;Lu,Cong;Chen,Zhuo;Jin,Songyang;Xie,Lijuan;Meng,Ziyi;Su,Zhishan;Zheng,Ke[AngewandteChemie-InternationalEdition,2019,vol.58,#41,p.14666-14672][Angew.Chem.,2019,vol.131,p.14808-14814,7]

[6]Nachtigall,FabianeM.;Santos,LeonardoS.;Sathish,Manda[RSCAdvances,2020,vol.10,#63,p.38672-38677]

[7]Qian,Chenxiao;Li,Pengfei;Sun,Jianwei[AngewandteChemie-InternationalEdition,2021,vol.60,#11,p.5871-5875][Angew.Chem.,2021,vol.133,#11,p.5935-5939,5]

[8]Sathish,Manda;Sakla,AkashP.;Nachtigall,FabianeM.;Santos,LeonardoS.;Shankaraiah,Nagula[RSCAdvances,2021,vol.11,#27,p.16537-16546]

[9]Chu,Qing-Ru;Du,Sha-Sha;He,Ying-Hui;Li,Hai-xin;Liu,Ying-Qian;Tang,Chen;Wang,Jing-Ru;Wu,Tian-Lin;Yang,Cheng-Jie;Zhang,Zhi-Jun[EuropeanJournalofMedicinalChemistry,2022,vol.227]

[10]Chu,Qing-Ru;Du,Sha-Sha;He,Ying-Hui;Li,Hai-xin;Liu,Ying-Qian;Tang,Chen;Wang,Jing-Ru;Wu,Tian-Lin;Yang,Cheng-Jie;Zhang,Zhi-Jun[EuropeanJournalofMedicinalChemistry,2022,vol.227]

[1]Abramovitch;Shapiro[JournaloftheChemicalSociety,1956,p.4589,4591]

[1]Abou-Gharbia;Patel;Moyer;Muth[JournalofMedicinalChemistry,1987,vol.30,#6,p.1100-1105]

[1]Abou-Gharbia;Patel;Moyer;Muth[JournalofMedicinalChemistry,1987,vol.30,#6,p.1100-1105]

[1]Burov,Yu.V.;Zagorevskii,V.A.;Zhukov,V.N.;Novikova,N.N.;Silenko,I.D.[PharmaceuticalChemistryJournal,1983,vol.17,#8,p.559-563][Khimiko-FarmatsevticheskiiZhurnal,1983,vol.17,#8,p.936-940]

Literature

Title: Prospective acetylcholinesterase inhibitory activity of indole and its analogs.

Journal: Bioorganic & medicinal chemistry letters 20120415

Title: Effects of spider venom toxin PWTX-I (6-Hydroxytrypargine) on the central nervous system of rats.

Journal: Toxins 20110201

Title: In vivo hepatic oxidative stress because of carbon tetrachloride toxicity: protection by melatonin and pinoline.

Journal: Journal of pineal research 20100801

Title: Melatonin and structurally-related compounds protect synaptosomal membranes from free radical damage.

Journal: International journal of molecular sciences 20100101

Title: Pinoline may be used as a probe for CYP2D6 activity.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20090301

Title: Pinoline and N-acetylserotonin reduce glutamate-induced lipid peroxidation in retinal homogenates.

Journal: Neuroscience letters 20070202

Title: 6-Hydroxy- and 6-methoxy-beta-carbolines as acetyl- and butyrylcholinesterase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20061115

Title: Protective effect of melatonin and pinoline on nitric oxide-induced lipid and protein peroxidation in rat brain homogenates.

Journal: Neuroscience letters 20060911

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: Antioxidant activity of melatonin and a pinoline derivative on linoleate model system.

Journal: Journal of pineal research 20050801

Title: Prediction of genotoxicity of chemical compounds by statistical learning methods.

Journal: Chemical research in toxicology 20050601

Title: Effects of vitamin E and pinoline on retinal lipid peroxidation.

Journal: Clinical & experimental optometry 20040501

Title: Binding of beta-carbolines at imidazoline I2 receptors: a structure-affinity investigation.

Journal: Bioorganic & medicinal chemistry letters 20040223

Title: Pyrazino[1,2-a]indoles as novel high-affinity and selective imidazoline I(2) receptor ligands.

Journal: Bioorganic & medicinal chemistry letters 20040223

Title: Binding of beta-carbolines at 5-HT(2) serotonin receptors.

Journal: Bioorganic & medicinal chemistry letters 20031215

Title: Effects of the beta-carbolines, harmane and pinoline, on insulin secretion from isolated human islets of Langerhans.

Journal: European journal of pharmacology 20031215

Title: Screening for endogenous substrates reveals that CYP2D6 is a 5-methoxyindolethylamine O-demethylase.

Journal: Pharmacogenetics 20030601

Title: Melatonin and pinoline prevent aluminium-induced lipid peroxidation in rat synaptosomes.

Journal: Journal of trace elements in medicine and biology : organ of the Society for Minerals and Trace Elements (GMS) 20030101

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

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Tags:20315-68-8 Molecular Formula|20315-68-8 MDL|20315-68-8 SMILES|20315-68-8 6-Methoxy-2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indole