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Benzimidazoles

Aromatic organic heterocyclic compounds that consist of benzene fused with an imidazole; imidazoles are a diazole with non-adjacent nitrogen atoms.

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1

Omeprazole N-Oxide, TRC

CAS: 176219-04-8 Molecular Formula: C17 H19 N3 O4 S Molecular Weight (g/mol): 361.42 Synonym: 4-Methoxy-2-[[(RS)-(5-methoxy-1H-benzimidazol-2-yl)sulphinyl]methyl]-3,5-dimethylpyridine 1-Oxide,Esomeprazole Magnesium Trihydrate Imp. E (EP),Omeprazole Imp. E (EP),Omeprazole N-Oxide IUPAC Name: 5-methoxy-2-[(4-methoxy-3,5-dimethyl-1-oxidopyridin-1-ium-2-yl)methylsulfinyl]-1H-benzimidazole SMILES: COc1ccc2[nH]c(nc2c1)S(=O)Cc3c(C)c(OC)c(C)c[n+]3[O-]

CAS 176219-04-8
Molecular Weight (g/mol) 361.42
SMILES COc1ccc2[nH]c(nc2c1)S(=O)Cc3c(C)c(OC)c(C)c[n+]3[O-]
Synonym 4-Methoxy-2-[[(RS)-(5-methoxy-1H-benzimidazol-2-yl)sulphinyl]methyl]-3,5-dimethylpyridine 1-Oxide,Esomeprazole Magnesium Trihydrate Imp. E (EP),Omeprazole Imp. E (EP),Omeprazole N-Oxide
IUPAC Name 5-methoxy-2-[(4-methoxy-3,5-dimethyl-1-oxidopyridin-1-ium-2-yl)methylsulfinyl]-1H-benzimidazole
Molecular Formula C17 H19 N3 O4 S
2

Rabeprazole N-Oxide, TRC

CAS: 924663-38-7 Molecular Formula: C18 H21 N3 O4 S Molecular Weight (g/mol): 375.44 Synonym: Rabeprazole N-Oxide,1H-Benzimidazole, 2-[[[4-(3-methoxypropoxy)-3-methyl-1-oxido-2-pyridinyl]methyl]sulfinyl]-,2-[[[4-(3-Methoxypropoxy)-3-methyl-1-oxido-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole,2-(((4-(3-Methoxypropoxy)-3-methyl-1-oxopyridin-2-yl)methyl)sulfinyl)-1H-benzimidazole,2-(((4-(3-Methoxypropoxy)-3-methyl-2-pyridinyl-1-oxide)methyl)sulphinyl)-1H-benzimidazole,2-{[(1H-Benzo[d]imidazol-2-yl)sulfinyl]methyl}-4-(3-methoxypropoxy)-3-methylpyridine 1-oxide IUPAC Name: 2-[[4-(3-methoxypropoxy)-3-methyl-1-oxidopyridin-1-ium-2-yl]methylsulfinyl]-1H-benzimidazole SMILES: COCCCOc1cc[n+]([O-])c(CS(=O)c2nc3ccccc3[nH]2)c1C

CAS 924663-38-7
Molecular Weight (g/mol) 375.44
SMILES COCCCOc1cc[n+]([O-])c(CS(=O)c2nc3ccccc3[nH]2)c1C
Synonym Rabeprazole N-Oxide,1H-Benzimidazole, 2-[[[4-(3-methoxypropoxy)-3-methyl-1-oxido-2-pyridinyl]methyl]sulfinyl]-,2-[[[4-(3-Methoxypropoxy)-3-methyl-1-oxido-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole,2-(((4-(3-Methoxypropoxy)-3-methyl-1-oxopyridin-2-yl)methyl)sulfinyl)-1H-benzimidazole,2-(((4-(3-Methoxypropoxy)-3-methyl-2-pyridinyl-1-oxide)methyl)sulphinyl)-1H-benzimidazole,2-{[(1H-Benzo[d]imidazol-2-yl)sulfinyl]methyl}-4-(3-methoxypropoxy)-3-methylpyridine 1-oxide
IUPAC Name 2-[[4-(3-methoxypropoxy)-3-methyl-1-oxidopyridin-1-ium-2-yl]methylsulfinyl]-1H-benzimidazole
Molecular Formula C18 H21 N3 O4 S
3

Lansoprazole N-Oxide, TRC

CAS: 213476-12-1 Molecular Formula: C16 H14 F3 N3 O3 S Molecular Weight (g/mol): 385.36 Synonym: 2-[(RS)-[[3-Methyl-1-oxido-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl]sulphinyl]-1H-benzimidazole,Lansoprazole Imp. A (EP),Lansoprazole N-Oxide IUPAC Name: 2-[[3-methyl-1-oxido-4-(2,2,2-trifluoroethoxy)pyridin-1-ium-2-yl]methylsulfinyl]-1H-benzimidazole SMILES: Cc1c(OCC(F)(F)F)cc[n+]([O-])c1CS(=O)c2nc3ccccc3[nH]2

CAS 213476-12-1
Molecular Weight (g/mol) 385.36
SMILES Cc1c(OCC(F)(F)F)cc[n+]([O-])c1CS(=O)c2nc3ccccc3[nH]2
Synonym 2-[(RS)-[[3-Methyl-1-oxido-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl]sulphinyl]-1H-benzimidazole,Lansoprazole Imp. A (EP),Lansoprazole N-Oxide
IUPAC Name 2-[[3-methyl-1-oxido-4-(2,2,2-trifluoroethoxy)pyridin-1-ium-2-yl]methylsulfinyl]-1H-benzimidazole
Molecular Formula C16 H14 F3 N3 O3 S
4

Pantoprazole N-Oxide, TRC

CAS: 953787-60-5 Molecular Formula: C16 H15 F2 N3 O5 S Molecular Weight (g/mol): 399.37 Synonym: Pantoprazole N-Oxide,6-(Difluoromethoxy)-2-[[(3,4-dimethoxy-1-oxido-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole IUPAC Name: 5-(difluoromethoxy)-2-[(3,4-dimethoxy-1-oxidopyridin-1-ium-2-yl)methylsulfinyl]-1H-benzimidazole SMILES: COc1cc[n+]([O-])c(CS(=O)c2nc3cc(OC(F)F)ccc3[nH]2)c1OC

CAS 953787-60-5
Molecular Weight (g/mol) 399.37
SMILES COc1cc[n+]([O-])c(CS(=O)c2nc3cc(OC(F)F)ccc3[nH]2)c1OC
Synonym Pantoprazole N-Oxide,6-(Difluoromethoxy)-2-[[(3,4-dimethoxy-1-oxido-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole
IUPAC Name 5-(difluoromethoxy)-2-[(3,4-dimethoxy-1-oxidopyridin-1-ium-2-yl)methylsulfinyl]-1H-benzimidazole
Molecular Formula C16 H15 F2 N3 O5 S
5

Rabeprazole Sulfone N-Oxide, TRC

CAS: 924663-37-6 Molecular Formula: C18 H21 N3 O5 S Molecular Weight (g/mol): 391.44 Synonym: Rabeprazole Sulphone N-Oxide,1H-Benzimidazole, 2-[[[4-(3-methoxypropoxy)-3-methyl-1-oxido-2-pyridinyl]methyl]sulfonyl]-,2-[[[4-(3-Methoxypropoxy)-3-methyl-1-oxido-2-pyridinyl]methyl]sulfonyl]-1H-benzimidazole,Rabeprazole sulfone N-oxide IUPAC Name: 2-[[4-(3-methoxypropoxy)-3-methyl-1-oxidopyridin-1-ium-2-yl]methylsulfonyl]-1H-benzimidazole SMILES: COCCCOc1cc[n+]([O-])c(CS(=O)(=O)c2nc3ccccc3[nH]2)c1C

CAS 924663-37-6
Molecular Weight (g/mol) 391.44
SMILES COCCCOc1cc[n+]([O-])c(CS(=O)(=O)c2nc3ccccc3[nH]2)c1C
Synonym Rabeprazole Sulphone N-Oxide,1H-Benzimidazole, 2-[[[4-(3-methoxypropoxy)-3-methyl-1-oxido-2-pyridinyl]methyl]sulfonyl]-,2-[[[4-(3-Methoxypropoxy)-3-methyl-1-oxido-2-pyridinyl]methyl]sulfonyl]-1H-benzimidazole,Rabeprazole sulfone N-oxide
IUPAC Name 2-[[4-(3-methoxypropoxy)-3-methyl-1-oxidopyridin-1-ium-2-yl]methylsulfonyl]-1H-benzimidazole
Molecular Formula C18 H21 N3 O5 S
6

Lansoprazole Sulfone N-Oxide, TRC

CAS: 953787-54-7 Molecular Formula: C16 H14 F3 N3 O4 S Molecular Weight (g/mol): 401.36 Synonym: Lansoprazole Sulphone N-Oxide,Lansoprazole Sulphone N-Oxide,Lansoprazole Sulfone N-Oxide IUPAC Name: 2-[[3-methyl-1-oxido-4-(2,2,2-trifluoroethoxy)pyridin-1-ium-2-yl]methylsulfonyl]-1H-benzimidazole SMILES: Cc1c(OCC(F)(F)F)cc[n+]([O-])c1CS(=O)(=O)c2nc3ccccc3[nH]2

CAS 953787-54-7
Molecular Weight (g/mol) 401.36
SMILES Cc1c(OCC(F)(F)F)cc[n+]([O-])c1CS(=O)(=O)c2nc3ccccc3[nH]2
Synonym Lansoprazole Sulphone N-Oxide,Lansoprazole Sulphone N-Oxide,Lansoprazole Sulfone N-Oxide
IUPAC Name 2-[[3-methyl-1-oxido-4-(2,2,2-trifluoroethoxy)pyridin-1-ium-2-yl]methylsulfonyl]-1H-benzimidazole
Molecular Formula C16 H14 F3 N3 O4 S
7

N-Methyl Pantoprazole (Mixture of 1 and 3 isomers), TRC

CAS: 624742-53-6 Molecular Formula: C17 H17 F2 N3 O4 S Molecular Weight (g/mol): 397.4 Synonym: 5-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]sulfinyl]-1-methyl-1H-Benzimidazole,Pantoprazole Sodium Sesquihydrate Imp. D (EP) IUPAC Name: 5-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methylsulfinyl]-1-methylbenzimidazole SMILES: COc1ccnc(CS(=O)c2nc3cc(OC(F)F)ccc3n2C)c1OC

CAS 624742-53-6
Molecular Weight (g/mol) 397.4
SMILES COc1ccnc(CS(=O)c2nc3cc(OC(F)F)ccc3n2C)c1OC
Synonym 5-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]sulfinyl]-1-methyl-1H-Benzimidazole,Pantoprazole Sodium Sesquihydrate Imp. D (EP)
IUPAC Name 5-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methylsulfinyl]-1-methylbenzimidazole
Molecular Formula C17 H17 F2 N3 O4 S
8

N-[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl Lansoprazole, TRC

CAS: 1083100-26-8 Molecular Formula: C25H22F6N4O3S Molecular Weight (g/mol): 572.52 Synonym: 1-[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]-2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole,Lansoprazole Impurity IUPAC Name: 1-[[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl]-2-[[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl]benzimidazole SMILES: Cc1c(OCC(F)(F)F)ccnc1CS(=O)c2nc3ccccc3n2Cc4nccc(OCC(F)(F)F)c4C

CAS 1083100-26-8
Molecular Weight (g/mol) 572.52
SMILES Cc1c(OCC(F)(F)F)ccnc1CS(=O)c2nc3ccccc3n2Cc4nccc(OCC(F)(F)F)c4C
Synonym 1-[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]-2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole,Lansoprazole Impurity
IUPAC Name 1-[[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl]-2-[[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl]benzimidazole
Molecular Formula C25H22F6N4O3S
10

Methyl-N-(5-[propan-2-yl)sulfanyl]-1H-benzimidazol-2-yl)carbamate, TRC

CAS: 108579-67-5 Molecular Formula: C12H15N3O2S Molecular Weight (g/mol): 265.33 Synonym: Albendazole EP Impurity L; IUPAC Name: methyl N-(5-propan-2-ylsulfanyl-1H-benzimidazol-2-yl)carbamate SMILES: COC(=O)Nc1nc2cc(SC(C)C)ccc2[nH]1

CAS 108579-67-5
Molecular Weight (g/mol) 265.33
SMILES COC(=O)Nc1nc2cc(SC(C)C)ccc2[nH]1
Synonym Albendazole EP Impurity L;
IUPAC Name methyl N-(5-propan-2-ylsulfanyl-1H-benzimidazol-2-yl)carbamate
Molecular Formula C12H15N3O2S
13

Albendazole, 98+%

CAS: 54965-21-8 Molecular Formula: C12H15N3O2S Molecular Weight (g/mol): 265.33 MDL Number: MFCD00083232 InChI Key: HXHWSAZORRCQMX-UHFFFAOYSA-N Synonym: albendazole,albenza,eskazole,valbazen,zentel,albendazol,proftril,albendazolum,bilutac,zental PubChem CID: 2082 ChEBI: CHEBI:16664 IUPAC Name: methyl N-(6-propylsulfanyl-1H-benzimidazol-2-yl)carbamate SMILES: CCCSC1=CC=C2N=C(NC(=O)OC)NC2=C1

PubChem CID 2082
CAS 54965-21-8
Molecular Weight (g/mol) 265.33
ChEBI CHEBI:16664
MDL Number MFCD00083232
SMILES CCCSC1=CC=C2N=C(NC(=O)OC)NC2=C1
Synonym albendazole,albenza,eskazole,valbazen,zentel,albendazol,proftril,albendazolum,bilutac,zental
IUPAC Name methyl N-(6-propylsulfanyl-1H-benzimidazol-2-yl)carbamate
InChI Key HXHWSAZORRCQMX-UHFFFAOYSA-N
Molecular Formula C12H15N3O2S
14
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Thermo Scientific Chemicals Omeprazole, 98+%

CAS: 73590-58-6 Molecular Formula: C17H19N3O3S Molecular Weight (g/mol): 345.42 InChI Key: SUBDBMMJDZJVOS-UHFFFAOYSA-N Synonym: omeprazole,losec,prilosec,antra,esomeprazole,omeprazon,audazol,omapren,omepral,parizac PubChem CID: 4594 ChEBI: CHEBI:77260 IUPAC Name: 6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-1H-benzimidazole SMILES: CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C(N2)C=C(C=C3)OC

PubChem CID 4594
CAS 73590-58-6
Molecular Weight (g/mol) 345.42
ChEBI CHEBI:77260
SMILES CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C(N2)C=C(C=C3)OC
Synonym omeprazole,losec,prilosec,antra,esomeprazole,omeprazon,audazol,omapren,omepral,parizac
IUPAC Name 6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-1H-benzimidazole
InChI Key SUBDBMMJDZJVOS-UHFFFAOYSA-N
Molecular Formula C17H19N3O3S
15
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Pantoprazole sodium salt hydrate

CAS: 718635-09-7 Molecular Formula: C16H14F2N3NaO4S Molecular Weight (g/mol): 405.35 MDL Number: MFCD08704580 InChI Key: YNWDKZIIWCEDEE-UHFFFAOYNA-N Synonym: pantoprazole sodium,pantoprazole sodium hydrate,pantozol hydrate,protonix hydrate,c16h14f2n3nao4s.h2o,sodium pantoprazole 1-hydrate,pantoprazole sodium hydrate hplc,5-difluoromethoxy-2-3,4-dimethoxypyridin-2-yl methanesulfinyl-1-sodio-1,3-benzodiazole hydrate,5-difluoromethoxy-2-3,4-dimethoxy-2-pyridinyl methyl sulfinyl-1h-benzimidazole sodium salt hydrate PubChem CID: 23684923 IUPAC Name: sodium;5-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methylsulfinyl]benzimidazol-1-ide;hydrate SMILES: [Na+].COC1=C(OC)C(CS(=O)C2=NC3=CC(OC(F)F)=CC=C3[N-]2)=NC=C1

PubChem CID 23684923
CAS 718635-09-7
Molecular Weight (g/mol) 405.35
MDL Number MFCD08704580
SMILES [Na+].COC1=C(OC)C(CS(=O)C2=NC3=CC(OC(F)F)=CC=C3[N-]2)=NC=C1
Synonym pantoprazole sodium,pantoprazole sodium hydrate,pantozol hydrate,protonix hydrate,c16h14f2n3nao4s.h2o,sodium pantoprazole 1-hydrate,pantoprazole sodium hydrate hplc,5-difluoromethoxy-2-3,4-dimethoxypyridin-2-yl methanesulfinyl-1-sodio-1,3-benzodiazole hydrate,5-difluoromethoxy-2-3,4-dimethoxy-2-pyridinyl methyl sulfinyl-1h-benzimidazole sodium salt hydrate
IUPAC Name sodium;5-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methylsulfinyl]benzimidazol-1-ide;hydrate
InChI Key YNWDKZIIWCEDEE-UHFFFAOYNA-N
Molecular Formula C16H14F2N3NaO4S