5-Methoxyindole - CAS 1006-94-6

Catalog:	BB000297
Product Name:	5-Methoxyindole
CAS:	1006-94-6
Synonyms:	1H-Indole, 5-methoxy-; Indole, 5-methoxy-; Femedol; Indol-5-yl methyl ether; NSC 521752

Technical Data

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Computed Properties

IUPAC Name:	5-methoxy-1H-indole
Molecular Weight:	147.17
Molecular Formula:	C9H9NO
Canonical SMILES:	COC1=CC2=C(C=C1)NC=C2
InChI:	InChI=1S/C9H9NO/c1-11-8-2-3-9-7(6-8)4-5-10-9/h2-6,10H,1H3
InChI Key:	DWAQDRSOVMLGRQ-UHFFFAOYSA-N
Boiling Point:	176-178°C
Melting Point:	56-58°C
Purity:	≥95%
Density:	1.169±0.06 g/cm3
Appearance:	White to light brownish crystalline powder
Storage:	Store at 2-8°C
MDL:	MFCD00005674
LogP:	2.17650

Publication Number	Title	Priority Date
WO-2021127302-A1	2-(1h-indole-3-carbonyl)-thiazole-4-carboxamide derivatives and related compounds as aryl hydrocarbon receptor (ahr) agonists for the treatment of e.g. angiogenesis implicated or inflammatory disorders	20191220
WO-2021076572-A1	Ergoline-like compounds for promoting neural plasticity	20191014
WO-2021061801-A1	Bicyclic inhibitors of cbx chromodomains	20190924
WO-2021045141-A1	Oligonucleotide deprotection method	20190904
WO-2021013371-A1	Process for dyeing textiles	20190722

PMID	Publication Date	Title	Journal
22775213	20120801	Assessment of the pharmacological properties of 5-methoxyindole derivatives at 5-HT4 receptors	The Journal of pharmacy and pharmacology
22425563	20120415	Prospective acetylcholinesterase inhibitory activity of indole and its analogs	Bioorganic & medicinal chemistry letters
21837025	20110701	Ethyl 3,3,3-trifluoro-2-hy-droxy-2-(5-meth-oxy-1H-indol-3-yl)propionate	Acta crystallographica. Section E, Structure reports online
21473625	20110512	1,6-Dihydro-2H-indeno[5,4-b]furan derivatives: design, synthesis, and pharmacological characterization of a novel class of highly potent MT₂-selective agonists	Journal of medicinal chemistry
21754466	20110501	2-(1-Ethyl-5-meth-oxy-1H-indol-3-yl)-N-isopropyl-2-oxoacetamide	Acta crystallographica. Section E, Structure reports online

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Related Functional Groups

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[61149-52-8]
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[37033-95-7]
Ethyl 5-(benzyloxy)-1H-indole-2-carboxylate
[84639-06-5]
Ethyl 7-(benzyloxy)-1H-indole-2-carboxylate

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GHS Hazard Statement:	H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
Precautionary Statement:	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word:	Warning

Complexity:	138
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	147.068413911
Formal Charge:	0
Heavy Atom Count:	11
Hydrogen Bond Acceptor Count:	1
Hydrogen Bond Donor Count:	1
Isotope Atom Count:	0
Monoisotopic Mass:	147.068413911
Rotatable Bond Count:	1
Topological Polar Surface Area:	25 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	2.1