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Benzopyrans

Organic polycyclic compounds that consist of a benzene fused with a heterocyclic pyran ring; pyran rings are six-membered non-aromatic rings with five carbon atoms, one oxygen atom, and two double bonds.

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1

Alpha-Methyl-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-7-acetic Acid, TRC

CAS: 52549-19-6 Molecular Formula: C15 H11 N O4 Molecular Weight (g/mol): 269.2521 Synonym: Pranoprofen Impurity 2 IUPAC Name: 2-(5-oxochromeno[2,3-b]pyridin-7-yl)propanoic acid SMILES: CC(C(=O)O)c1ccc2Oc3ncccc3C(=O)c2c1

CAS 52549-19-6
Molecular Weight (g/mol) 269.2521
SMILES CC(C(=O)O)c1ccc2Oc3ncccc3C(=O)c2c1
Synonym Pranoprofen Impurity 2
IUPAC Name 2-(5-oxochromeno[2,3-b]pyridin-7-yl)propanoic acid
Molecular Formula C15 H11 N O4
2

(+)-Nebivolol, TRC

CAS: 118457-15-1 Molecular Formula: C22 H25 F2 N O4 Molecular Weight (g/mol): 405.44 Synonym: (αR,α'R,2R,2'S)-α,α'-[Iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol,2H-1-Benzopyran-2-methanol, α,α'-[iminobis(methylene)]bis[6-fluoro-3,4-dihydro-, [2R-[2R*[R*[R*(S*)]]]]-,(+)-Nebivolol,(S,R,R,R)-Nebivolol,(αR,α'R,2R,2'S)-α,α'-[Iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol],Dexnebivolol,R 67138,d-Nebivolol IUPAC Name: (1R)-1-[(2S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-[[(2R)-2-[(2R)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-hydroxyethyl]amino]ethanol SMILES: O[C@H](CNC[C@@H](O)[C@H]1CCc2cc(F)ccc2O1)[C@@H]3CCc4cc(F)ccc4O3

CAS 118457-15-1
Molecular Weight (g/mol) 405.44
SMILES O[C@H](CNC[C@@H](O)[C@H]1CCc2cc(F)ccc2O1)[C@@H]3CCc4cc(F)ccc4O3
Synonym (αR,α'R,2R,2'S)-α,α'-[Iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol,2H-1-Benzopyran-2-methanol, α,α'-[iminobis(methylene)]bis[6-fluoro-3,4-dihydro-, [2R-[2R*[R*[R*(S*)]]]]-,(+)-Nebivolol,(S,R,R,R)-Nebivolol,(αR,α'R,2R,2'S)-α,α'-[Iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol],Dexnebivolol,R 67138,d-Nebivolol
IUPAC Name (1R)-1-[(2S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-[[(2R)-2-[(2R)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-hydroxyethyl]amino]ethanol
Molecular Formula C22 H25 F2 N O4
4

(1S,2R)-2-(2-Benzylamino-1-hydroxyethyl)-6-fluorochromane, TRC

CAS: 129050-27-7 Molecular Formula: C18H20FNO2 Molecular Weight (g/mol): 301.36 Synonym: 2H-1-Benzopyran-2-methanol, 6-fluoro-3,4-dihydro-α-[[(phenylmethyl)amino]methyl]-, (αS,2R)-,2H-1-Benzopyran-2-methanol, 6-fluoro-3,4-dihydro-α-[[(phenylmethyl)amino]methyl]-, [R-(R*,S*)]-,(αS,2R)-6-Fluoro-3,4-dihydro-α-[[(phenylmethyl)amino]methyl]-2H-1-benzopyran-2-methanol,(-)-(S)-N-Benzyl-2-[(R)-6-fluorochroman-2-yl]-2-hydroxyethanamine,(1S)-1-((2R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-[(phenylmethyl)amino]ethanol,2H-1-Benzopyran-2-methanol 6-fluoro-3,4-dihydro-α-[[(phenylmethyl)amino]methyl]-, (αS,2R)-,(1S,2R)-2-(2-Benzylamino-1-hydroxyethyl)-6-fluorochromane IUPAC Name: (1S)-2-(benzylamino)-1-[(2R)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]ethanol SMILES: O[C@@H](CNCc1ccccc1)[C@H]2CCc3cc(F)ccc3O2

CAS 129050-27-7
Molecular Weight (g/mol) 301.36
SMILES O[C@@H](CNCc1ccccc1)[C@H]2CCc3cc(F)ccc3O2
Synonym 2H-1-Benzopyran-2-methanol, 6-fluoro-3,4-dihydro-α-[[(phenylmethyl)amino]methyl]-, (αS,2R)-,2H-1-Benzopyran-2-methanol, 6-fluoro-3,4-dihydro-α-[[(phenylmethyl)amino]methyl]-, [R-(R*,S*)]-,(αS,2R)-6-Fluoro-3,4-dihydro-α-[[(phenylmethyl)amino]methyl]-2H-1-benzopyran-2-methanol,(-)-(S)-N-Benzyl-2-[(R)-6-fluorochroman-2-yl]-2-hydroxyethanamine,(1S)-1-((2R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-[(phenylmethyl)amino]ethanol,2H-1-Benzopyran-2-methanol 6-fluoro-3,4-dihydro-α-[[(phenylmethyl)amino]methyl]-, (αS,2R)-,(1S,2R)-2-(2-Benzylamino-1-hydroxyethyl)-6-fluorochromane
IUPAC Name (1S)-2-(benzylamino)-1-[(2R)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]ethanol
Molecular Formula C18H20FNO2
5

rac Nebivolol Hydrochloride, TRC

CAS: 169293-50-9 Molecular Formula: C22 H25 F2 N O4 . Cl H Molecular Weight (g/mol): 441.9 Synonym: 2H-1-Benzopyran-2-methanol, α,α'-[iminobis(methylene)]bis[6-fluoro-3,4-dihydro-, hydrochloride (1:1),2H-1-Benzopyran-2-methanol, α,α'-[iminobis(methylene)]bis[6-fluoro-3,4-dihydro-, hydrochloride (9CI) IUPAC Name: 1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)-2-[[2-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)-2-hydroxyethyl]amino]ethanol;hydrochloride SMILES: Cl.OC(CNCC(O)C1CCc2cc(F)ccc2O1)C3CCc4cc(F)ccc4O3

CAS 169293-50-9
Molecular Weight (g/mol) 441.9
SMILES Cl.OC(CNCC(O)C1CCc2cc(F)ccc2O1)C3CCc4cc(F)ccc4O3
Synonym 2H-1-Benzopyran-2-methanol, α,α'-[iminobis(methylene)]bis[6-fluoro-3,4-dihydro-, hydrochloride (1:1),2H-1-Benzopyran-2-methanol, α,α'-[iminobis(methylene)]bis[6-fluoro-3,4-dihydro-, hydrochloride (9CI)
IUPAC Name 1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)-2-[[2-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)-2-hydroxyethyl]amino]ethanol;hydrochloride
Molecular Formula C22 H25 F2 N O4 . Cl H
6

N-Benzyl (-)-Nebivolol, TRC

CAS: 1199945-26-0 Molecular Formula: C29H31F2NO4 Molecular Weight (g/mol): 495.56 Synonym: (αS,α'S,2R,2'S)-α,α'-[[(Phenylmethyl)imino]bis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol; IUPAC Name: (1S)-2-[benzyl-[(2S)-2-[(2S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-hydroxyethyl]amino]-1-[(2R)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]ethanol SMILES: C1CC2=C(C=CC(=C2)F)O[C@H]1[C@H](CN(CC3=CC=CC=C3)C[C@@H]([C@@H]4CCC5=C(O4)C=CC(=C5)F)O)O

CAS 1199945-26-0
Molecular Weight (g/mol) 495.56
SMILES C1CC2=C(C=CC(=C2)F)O[C@H]1[C@H](CN(CC3=CC=CC=C3)C[C@@H]([C@@H]4CCC5=C(O4)C=CC(=C5)F)O)O
Synonym (αS,α'S,2R,2'S)-α,α'-[[(Phenylmethyl)imino]bis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol;
IUPAC Name (1S)-2-[benzyl-[(2S)-2-[(2S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-hydroxyethyl]amino]-1-[(2R)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]ethanol
Molecular Formula C29H31F2NO4
7

(2R,3R)-2,3-Diphenyloxirane, TRC

CAS: 25144-18-7 Molecular Formula: C14H12O Molecular Weight (g/mol): 196.24 Synonym: (alphaR,alpha'R)-trans-(+)-alpha,alpha'-Epoxybibenzyl,(2R-trans)-2,3-Diphenyloxirane,(+)-trans-2,3-Diphenyloxirane,(+)-trans-Stilbene Oxide,(R,R)-Stilbene Oxide,(R,R)-trans-Stilbene Oxide,trans-(2R,3R)-2,3-Diphenyloxirane SMILES: O1[C@@H]([C@H]1c2ccccc2)c3ccccc3

CAS 25144-18-7
Molecular Weight (g/mol) 196.24
SMILES O1[C@@H]([C@H]1c2ccccc2)c3ccccc3
Synonym (alphaR,alpha'R)-trans-(+)-alpha,alpha'-Epoxybibenzyl,(2R-trans)-2,3-Diphenyloxirane,(+)-trans-2,3-Diphenyloxirane,(+)-trans-Stilbene Oxide,(R,R)-Stilbene Oxide,(R,R)-trans-Stilbene Oxide,trans-(2R,3R)-2,3-Diphenyloxirane
Molecular Formula C14H12O
8

gamma-CEHC, TRC

CAS: 178167-75-4 Molecular Formula: C15H20O4 Molecular Weight (g/mol): 264.32 Synonym: 3,4-Dihydro-6-hydroxy-2,7,8-trimethyl-2H-1-benzopyran-2-propanoic Acid,(±)-LLU-α,2,7,8-Trimethyl-2-(β-carboxyethyl)-6-hydroxychroman,Racemic LLU-α IUPAC Name: 3-(6-hydroxy-2,7,8-trimethyl-3,4-dihydrochromen-2-yl)propanoic acid SMILES: OC(=O)CCC1(C)CCc2cc(O)c(C)c(C)c2O1

CAS 178167-75-4
Molecular Weight (g/mol) 264.32
SMILES OC(=O)CCC1(C)CCc2cc(O)c(C)c(C)c2O1
Synonym 3,4-Dihydro-6-hydroxy-2,7,8-trimethyl-2H-1-benzopyran-2-propanoic Acid,(±)-LLU-α,2,7,8-Trimethyl-2-(β-carboxyethyl)-6-hydroxychroman,Racemic LLU-α
IUPAC Name 3-(6-hydroxy-2,7,8-trimethyl-3,4-dihydrochromen-2-yl)propanoic acid
Molecular Formula C15H20O4
9

Nebivolol, TRC

CAS: 99200-09-6 Molecular Formula: C22H25F2NO4 Molecular Weight (g/mol): 405.44 Synonym: α,α'-[Iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol]; IUPAC Name: 1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)-2-[[2-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)-2-hydroxyethyl]amino]ethanol SMILES: FC1=CC=C2C(CCC(C(O)CNCC(O)C3CCC4=CC(F)=CC=C4O3)O2)=C1

CAS 99200-09-6
Molecular Weight (g/mol) 405.44
SMILES FC1=CC=C2C(CCC(C(O)CNCC(O)C3CCC4=CC(F)=CC=C4O3)O2)=C1
Synonym α,α'-[Iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol];
IUPAC Name 1-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)-2-[[2-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)-2-hydroxyethyl]amino]ethanol
Molecular Formula C22H25F2NO4