- Efficient synthesis of N-oxide derivatives: Substituted 2-(2-(pyridyl-N-oxide)methylsulphinyl)benzimidazolesRay, Purna C.; Mittapelli, Vasantha; Rohatgi, Amit; Tyagi, Om Dutt, Synthetic Communications, 2007, 37(17), 2861-2868
Cas no 924663-38-7 (Rabeprazole N-Oxide)
Rabeprazole N-Oxide structure
Product Name:Rabeprazole N-Oxide
CAS No:924663-38-7
MF:C18H21N3O4S
MW:375.442043066025
CID:827169
PubChem ID:16095899
Update Time:2024-12-09
Rabeprazole N-Oxide Chemical and Physical Properties
Names and Identifiers
-
- 2-(((1H-Benzo[d]imidazol-2-yl)sulfinyl)methyl)-4-(3-methoxypropoxy)-3-methylpyridine 1-oxide
- Rabeprazole N-Oxide
- 2-[[4-(3-methoxypropoxy)-3-methyl-1-oxidopyridin-1-ium-2-yl]methylsulfinyl]-1H-benzimidazole
- 2-[[[1-Oxide-4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfinyl]-1H-benzimida
- 2-[[[4-(3-METHOXYPROPOXY)-3-METHYL-1-OXIDO-PYRIDIN-2-YL]METHYL]SULFINYL]-1H-BENZO[D]IMIDAZOLE
- 2-[[[4-[3-methoxypropoxy]-3-methyl-2-pyridinyl]-methyl]sulfinyl]-1H-benzimidazole N-oxide
- 2-[4-(3-methoxypropoxy)-3-methyl-1-oxypyridin-2-yl-methylsulfinyl]-1H-benzimidazole
- 2-{[4-(3-methoxypropoxy)-3-methyl-1-oxidopyridin-2-yl]methylsulfinyl}-1H-benzoimidazole
- 2-[[4-(3-Methoxypropoxy)-3-methyl-1-oxypyridin-2-yl]methylsulfinyl]-1H-benzimidazole
- 2-[[[4-(3-Methoxypropoxy)-3-methyl-1-oxido-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole (ACI)
- 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-benzimidazoleRabeprazole N-oxide
- DTXSID70582520
- 2-({[4-(3-Methoxypropoxy)-3-methyl-1-oxido-2-pyridinyl]methyl}sulfinyl)-1H-benzimidazole
- RABEPRAZOLE SODIUM IMPURITY D (EP IMPURITY)
- DB-226381
- 1H-BENZIMIDAZOLE, 2-(((4-(3-METHOXYPROPOXY)-3-METHYL-1-OXIDO-2-PYRIDINYL)METHYL)SULFINYL)-
- RABEPRAZOLE N-OXIDE (USP IMPURITY)
- AKOS022186226
- EC 642-214-2
- 2-(((1H-benzo[d]imidazol-2-yl)sulfinyl)methyl)-4-(3-methoxypropoxy)-3-methylpyridine 1-oxide (Rabeprazole Impurity
- CS-0166555
- 17Q1V00385
- AS-83386
- Rabeprazole Impurity
- F19231
- 2-((4-(3-Methoxypropoxy)-3-methyl-1-oxypyridin-2-yl)methylsulfinyl)-1H-benzimidazole
- RABEPRAZOLE N-OXIDE [USP IMPURITY]
- Q27251924
- 924663-38-7
- RABEPRAZOLE SODIUM IMPURITY D [EP IMPURITY]
- Rabeprazole Impurity B
- 2-(((RS)-(1H-BENZIMIDAZOL-2-YL)SULFINYL)METHYL)-4-(3-METHOXYPROPOXY)-3-METHYLPYRIDINE 1-OXIDE
- NS00004508
- UNII-17Q1V00385
-
- Inchi: 1S/C18H21N3O4S/c1-13-16(21(22)9-8-17(13)25-11-5-10-24-2)12-26(23)18-19-14-6-3-4-7-15(14)20-18/h3-4,6-9H,5,10-12H2,1-2H3,(H,19,20)
- InChI Key: ZOEQFVVMBAVTRU-UHFFFAOYSA-N
- SMILES: [O-][N+]1C(CS(C2NC3C(=CC=CC=3)N=2)=O)=C(C)C(OCCCOC)=CC=1
Computed Properties
- Exact Mass: 376.13300
- Monoisotopic Mass: 375.12527733g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 6
- Heavy Atom Count: 26
- Rotatable Bond Count: 8
- Complexity: 470
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 1
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 1.1
- Topological Polar Surface Area: 109?2
Experimental Properties
- Density: 1.4±0.1 g/cm3
- Melting Point: 161-163°C
- Boiling Point: 699.3±65.0 °C at 760 mmHg
- Flash Point: 376.7±34.3 °C
- PSA: 109.72000
- LogP: 3.49850
- Vapor Pressure: 0.0±2.2 mmHg at 25°C
Rabeprazole N-Oxide Security Information
- Signal Word:warning
- Hazard Statement: H303+H313+H333
- Warning Statement: P264+P280+P305+P351+P338+P337+P313
- Hazardous Material transportation number:NONH for all modes of transport
- Safety Instruction: H303+H313+H333
- Storage Condition:-20°C Freezer, Under Inert Atmosphere
Rabeprazole N-Oxide Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd. | 1598031-15MG |
Rabeprazole Related Compound B |
924663-38-7 | 15mg |
¥10902.39 | 2023-09-06 | ||
| Chemenu | CM529796-1g |
2-(((1H-Benzo[d]imidazol-2-yl)sulfinyl)methyl)-4-(3-methoxypropoxy)-3-methylpyridine 1-oxide |
924663-38-7 | 95% | 1g |
$1905 | 2023-02-01 | |
| TRC | R070495-1mg |
Rabeprazole N-Oxide |
924663-38-7 | 1mg |
$80.00 | 2023-05-17 | ||
| TRC | R070495-5mg |
Rabeprazole N-Oxide |
924663-38-7 | 5mg |
$ 119.00 | 2023-09-06 | ||
| TRC | R070495-25mg |
Rabeprazole N-Oxide |
924663-38-7 | 25mg |
$ 230.00 | 2023-09-06 | ||
| TRC | R070495-100mg |
Rabeprazole N-Oxide |
924663-38-7 | 100mg |
$ 667.00 | 2023-09-06 | ||
| TRC | R070495-250mg |
Rabeprazole N-Oxide |
924663-38-7 | 250mg |
$1352.00 | 2023-05-17 | ||
| eNovation Chemicals LLC | Y1240942-5mg |
RABEPRAZOLE N-OXIDE |
924663-38-7 | 98% | 5mg |
$305 | 2023-05-17 | |
| eNovation Chemicals LLC | Y1240942-25mg |
RABEPRAZOLE N-OXIDE |
924663-38-7 | 98% | 25mg |
$695 | 2024-06-06 | |
| XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd. | 1598031-15MG |
924663-38-7 | 15MG |
¥15211.09 | 2023-01-05 |
Rabeprazole N-Oxide Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: m-Chloroperbenzoic acid Solvents: Dichloromethane ; 145 min, 0 °C; 15 min, 0 °C
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: N,N′-Diisopropylethylenediamine Solvents: Water ; pH 6.5, rt
1.2 Reagents: Hydrogen peroxide Solvents: Chloroform ; rt; 10 h, rt
1.3 Reagents: N,N′-Diisopropylethylenediamine ; rt; 60 min, rt; 5 h, rt
1.4 Reagents: Hydrogen peroxide Solvents: Chloroform ; -10 °C; 1 h, -10 °C
1.5 Reagents: Sulfuric acid Solvents: Water ; neutralized, 25 °C
1.2 Reagents: Hydrogen peroxide Solvents: Chloroform ; rt; 10 h, rt
1.3 Reagents: N,N′-Diisopropylethylenediamine ; rt; 60 min, rt; 5 h, rt
1.4 Reagents: Hydrogen peroxide Solvents: Chloroform ; -10 °C; 1 h, -10 °C
1.5 Reagents: Sulfuric acid Solvents: Water ; neutralized, 25 °C
Reference
- Method for preparation of Rabeprazole intermediate impurity 2-{[4-(3-methoxypropoxy)-3-methyl-pyridin-oxide-2-yl]methylthio}-1H-benzimidazole, China, , ,
Production Method 3
Reaction Conditions
1.1 Reagents: Potassium bicarbonate Solvents: Dichloromethane , Water ; rt → 0 °C
1.2 Reagents: m-Chloroperbenzoic acid Solvents: Dichloromethane ; 2 h, 0 °C; 2 h, 0 °C
1.2 Reagents: m-Chloroperbenzoic acid Solvents: Dichloromethane ; 2 h, 0 °C; 2 h, 0 °C
Reference
- Synthetic studies connected with the preparation of H+/K+-ATPase inhibitors rabeprazole and lansoprazoleRadl, Stanislav; Klecan, Ondrej; Havlicek, Jaroslav, Journal of Heterocyclic Chemistry, 2006, 43(6), 1447-1453
Production Method 4
Reaction Conditions
1.1 Reagents: Acetic acid Solvents: Acetonitrile , Water ; pH 5, rt; rt → 5 °C
1.2 Reagents: Chlorosuccinimide , Sodium hydroxide Solvents: Water ; 0 - 5 °C; 2 h, 0 - 5 °C
1.2 Reagents: Chlorosuccinimide , Sodium hydroxide Solvents: Water ; 0 - 5 °C; 2 h, 0 - 5 °C
Reference
- Process for the preparation of a gastric acid secretion inhibitor, European Patent Organization, , ,
Production Method 5
Reaction Conditions
1.1 Solvents: Dimethyl sulfoxide , Water ; 12 h, rt
Reference
- Preparation of high-purity sodium rabeprazole by enzymic oxidation of rabeprazole thioether, China, , ,
Production Method 6
Reaction Conditions
1.1 Reagents: Sodium hypochlorite Solvents: Acetonitrile , Water ; 20 °C; 5 h
1.2 Reagents: Sodium chloride , Sodium sulfite
1.3 Reagents: Formic acid ; pH 5
1.2 Reagents: Sodium chloride , Sodium sulfite
1.3 Reagents: Formic acid ; pH 5
Reference
- Process for the preparation of pyridinylmethylsulfinylbenzimidazoles (Rabeprazole) by reduction of the corresponding pyridine N-oxides, Canada, , ,
Production Method 7
Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Acetone , Water ; 1 h, rt
1.2 Reagents: m-Chloroperbenzoic acid Solvents: Chloroform , Water ; 30 min, -10 °C; -10 °C
1.3 Reagents: Sodium hydroxide Solvents: Water
1.4 Reagents: Acetic acid ; pH 8 - 8.5
1.5 Reagents: Sodium hydroxide Solvents: Water ; basified
1.6 Reagents: Acetic acid ; pH 8.5 - 9
1.2 Reagents: m-Chloroperbenzoic acid Solvents: Chloroform , Water ; 30 min, -10 °C; -10 °C
1.3 Reagents: Sodium hydroxide Solvents: Water
1.4 Reagents: Acetic acid ; pH 8 - 8.5
1.5 Reagents: Sodium hydroxide Solvents: Water ; basified
1.6 Reagents: Acetic acid ; pH 8.5 - 9
Reference
- Synthesis of metabolites and related substances of rabeprazole, an anti-ulcerative drugReddy, Ganta Madhusudhan; Mukkanti, Kaga; Bhaskar, Boluggodu Vijaya; Reddy, Padi Pratap, Synthetic Communications, 2009, 39(2), 278-290
Rabeprazole N-Oxide Raw materials
- 1H-1,3-benzodiazole-2-thiol
- 2-Chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine Hydrochloride
- Rabeprazole Sulfide N-Oxide
- Rabeprazole Sulfide
- 2-(chloromethyl)-4-(3-methoxypropoxy)-3-methyl-1λ?-pyridin-1-one
Rabeprazole N-Oxide Preparation Products
Rabeprazole N-Oxide Related Literature
-
Xiaotong Feng,Lei Bian,Jie Ma,Lei Zhou,Xiayan Wang,Guangsheng Guo,Qiaosheng Pu Chem. Commun., 2019,55, 3963-3966
-
Zhixia Liu,Tingjian Chen,Floyd E. Romesberg Chem. Sci., 2017,8, 8179-8182
-
Huading Zhang,Lee R. Moore,Maciej Zborowski,P. Stephen Williams,Shlomo Margel,Jeffrey J. Chalmers Analyst, 2005,130, 514-527
-
Long Deng,Qian Zou,Biao Liu,Wenhui Ye,Chengfei Zhuo,Li Chen,Ze-Yuan Deng,Ya-Wei Fan,Jing Li Food Funct., 2018,9, 4234-4245
924663-38-7 (Rabeprazole N-Oxide) Related Products
- 117976-90-6(Rabeprazole sodium)
- 169905-00-4(2-[(4-ETHOXY-3-METHYL-2-PYRIDINYL)-METHYLSULFINYL]-BENZIMIDAZOLE)
- 176219-04-8(Omeprazole N-Oxide)
- 924663-40-1(Rabeprazole Sulfide N-Oxide)
- 213476-12-1(Lansoprazole N-Oxide)
- 117976-89-3(Rabeprazole)
- 953787-54-7(Lansoprazole Sulfone N-Oxide)
- 924663-37-6(Rabeprazole Sulfone N-Oxide)
- 117976-94-0(1-Propanol,3-[[2-[(1H-benzimidazol-2-ylsulfinyl)methyl]-3-methyl-4-pyridinyl]oxy]-)
- 158812-85-2(Omeprazole Sulfone N-Oxide)
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