Tetrahydrofurobenzofuran

Related to Eseroline and Physovenol. Building block of carbamates inhibitors of AChE

General

Type : Leaving group, Benzofuran

Chemical_Nomenclature : 8b-methyl-2,3a-dihydro-1H-furo[2,3-b][1]benzofuran-7-ol || (8bS)-8b-methyl-2,3a-dihydro-1H-furo[2,3-b][1]benzofuran-7-ol

Canonical SMILES : CC12CCOC1OC3=C2C=C(C=C3)O || C[C@@]12CCOC1OC3=C2C=C(C=C3)O

InChI : InChI=1S\/C11H12O3\/c1-11-4-5-13-10(11)14-9-3-2-7(12)6-8(9)11\/h2-3,6,10,12H,4-5H2,1H3 || InChI=1S\/C11H12O3\/c1-11-4-5-13-10(11)14-9-3-2-7(12)6-8(9)11\/h2-3,6,10,12H,4-5H2,1H3\/t10?,11-\/m0\/

InChIKey : AMEMXGMNMDBQGD-UHFFFAOYSA-N || AMEMXGMNMDBQGD-DTIOYNMSSA-N

Other name(s) :


MW : 192.21

Formula : C11H12O3

CAS_number :

PubChem : 11344530,    130750009

UniChem : AMEMXGMNMDBQGD-UHFFFAOYSA-N,    AMEMXGMNMDBQGD-DTIOYNMSSA-N

Target

References (3)

Title : Accommodation of physostigmine and its analogues by acetylcholinesterase is dominated by hydrophobic interactions - Barak_2009_Biochem.J_417_213
Author(s) : Barak D , Ordentlich A , Stein D , Yu QS , Greig NH , Shafferman A
Ref : Biochemical Journal , 417 :213 , 2009
Abstract :
PubMedSearch : Barak_2009_Biochem.J_417_213
PubMedID: 18729824

Title : Novel anticholinesterases based on the molecular skeletons of furobenzofuran and methanobenzodioxepine - Luo_2005_J.Med.Chem_48_986
Author(s) : Luo W , Yu QS , Zhan M , Parrish D , Deschamps JR , Kulkarni SS , Holloway HW , Alley GM , Lahiri DK , Brossi A , Greig NH
Ref : Journal of Medicinal Chemistry , 48 :986 , 2005
Abstract :
PubMedSearch : Luo_2005_J.Med.Chem_48_986
PubMedID: 15715468

Title : Syntheses of tetrahydrofurobenzofurans and dihydromethanobenzodioxepines from 5-hydroxy-3-methyl-3H-benzofuran-2-one. Rearrangement and ring expansion under reductive conditions on treatment with hydrides - Luo_2005_J.Org.Chem_70_6171
Author(s) : Luo W , Yu QS , Holloway HW , Parrish D , Greig NH , Brossi A
Ref : J Org Chem , 70 :6171 , 2005
Abstract :
PubMedSearch : Luo_2005_J.Org.Chem_70_6171
PubMedID: 16050674