Synthesis
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Ufiprazole

Synthesis
Product Name
Ufiprazole
CAS No.
73590-85-9
Chemical Name
Ufiprazole
Synonyms
e SuL;H 168/22;ufiprazole;Pyrmetazol;PyrMetazole;Omeprazolesulfide;OMEPRAZOLE SULPHIDE;Omeprazole EP Imp C;Omeprazole Impurity C;EsoMeprazol iMpurity C
CBNumber
CB5146932
Molecular Formula
C17H19N3O2S
Formula Weight
329.42
MOL File
73590-85-9.mol
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Ufiprazole Property

Melting point:
122.0 to 126.0 °C
Boiling point:
539.7±60.0 °C(Predicted)
Density 
1.28±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
9.81±0.10(Predicted)
form 
Solid
color 
White to Off-White
λmax
307nm(MeOH)(lit.)
InChI
InChI=1S/C17H19N3O2S/c1-10-8-18-15(11(2)16(10)22-4)9-23-17-19-13-6-5-12(21-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)
InChIKey
XURCIPRUUASYLR-UHFFFAOYSA-N
SMILES
C1(SCC2=NC=C(C)C(OC)=C2C)NC2=CC(OC)=CC=C2N=1
CAS DataBase Reference
73590-85-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical
Product number
O0437
Product name
Omeprazole Sulfide
Purity
>98.0%(HPLC)(T)
Packaging
200mg
Price
$177
Updated
2025/07/31
TCI Chemical
Product number
O0437
Product name
Omeprazole Sulfide
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$443
Updated
2025/07/31
Cayman Chemical
Product number
18885
Product name
Omeprazole sulfide
Purity
≥98%
Packaging
100mg
Price
$62
Updated
2024/03/01
Cayman Chemical
Product number
18885
Product name
Omeprazole sulfide
Purity
≥98%
Packaging
1g
Price
$448
Updated
2024/03/01
Cayman Chemical
Product number
18885
Product name
Omeprazole sulfide
Purity
≥98%
Packaging
250mg
Price
$142
Updated
2024/03/01
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Ufiprazole Chemical Properties,Usage,Production

Synthesis

Ufiprazole can be synthesized by the condensation reaction of 2-mercapto-5-methoxybenzimidazole and 2-chloromethyl-4-methoxy-3,5-lutidine.

Description

Omeprazole sulfide is an intermediate used in the production of the gastric proton pump inhibitors, omeprazole and esomeprazole . As a degradation product, it is reported to be a direct-acting inhibitor of cytochrome P450 2C19 in pooled human liver microsomes (IC50 = 9.7 μM).

Uses

Omeprazole Sulfide (Esomeprazol EP Impurity C(Omeprazole EP Impurity C)) is a metabolite of Omeprazole.

Definition

ChEBI: Omeprazole sulfide is a member of benzimidazoles.

Biological Activity

Ufiprazole (Omeprazole sulfide) is an intermediate in the production of gastric proton pump inhibitors omeprazole and esomeprazole.

References

[1] Patent: CN108409714, 2018, A. Location in patent: Paragraph 0049-0054; 0063-0067; 0076-0080; 0089-0093
[2] Patent: CN106632256, 2017, A. Location in patent: Paragraph 0008
[3] Patent: CN107400117, 2017, A. Location in patent: Paragraph 0058-0060
[4] Patent: CN107400118, 2017, A. Location in patent: Paragraph 0046; 0047; 0048
[5] Patent: WO2011/12957, 2011, A1. Location in patent: Page/Page column 16

Ufiprazole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Ufiprazole manufacturers

Wuhan JiyunZen Tech Co., Ltd.
Product
Ufiprazole 73590-85-9
Price
US $5.00-0.50/KG
Min. Order
1KG
Purity
99% hplc
Supply Ability
500TONS
Release date
2025-05-08
Henan Aochuang Chemical Co.,Ltd.
Product
Ufiprazole 73590-85-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-17
Hebei Yanxi Chemical Co., Ltd.
Product
Ufiprazole 73590-85-9
Price
US $40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-09-15

73590-85-9, UfiprazoleRelated Search:


  • 5-METHOXY-2-(4-METHOXY-3,5-DIMETHYL-2-PYRIDINYL)METHYL THIO-1H-BENZIMIDAZOLE
  • 5-METHOXY-2-(4-METHOXY-3,5-DIMETHYL-2-PYRIDINYL)METHYLMERCAPTOBENZIMIDAZOLE
  • 5-METHOXY-2-[[(3,5-DIMETHYL-4-METHOXY PYRIDINYL)-METHYL]THIO]-1H-BENZIMIDAZOLE
  • 2-[(4-METHOXYETHOXY-3,5-DIMETHYL-2-PYRIDINYL)-METHYLTHIO]-5-METHOXYBENZIMIDAZOLE
  • 2-{[(3,5-dimethyl-4-methoxy-2-pyridinyl)-methyl]-thio}-5-methoxy-1h-benzimidazole
  • OMEPRAZOLE SULPHIDE
  • H 168/22
  • ufiprazole
  • 5-METHOXY-2-(4-METHOXYL-3,5-DIMETHYL-PYRIDINE-2-YLMETHYLSULFENYL)- 1H- BENZIMIDA
  • Omeprazolesulfide
  • 5-METHOXY-2-(4-METHOXY-3,5-DIMETHYL-2-PYRIDINYL)METHYLTHIO-1H-BENZIMIDAZOLE(UFIPRAZOLE)
  • 2-{[(3,5-Dimethyl-4-methoxy-2-pyridinyl)-methyl]-thio}-5-methoxy-1H benzimi
  • 5-METHOXY-2-(4-METHOXY-3,5-DIMETHYL-2-PYRIDINYL)METHYL THIO-1H-BENZIMIDAZOLE =98%
  • (1R,2S,5R)-menthyl-5(s)-cytosin-1-yl-1,3-oxathiolane-2R-carboxylate(CME)
  • 5-METHOXY-2-{[(3,5-DIMETHYL-4-METHOXY-2-PYRIDINYL)METHYL]THIO}-1H-BENZIMIDAZOLE (OMEPRAZOLE SULFIDE)
  • (1R,2S,5R)-MENTHYL-5(S)-CYTOSINE-1-YL-[1,3]-OXATHIOLANE-2R-CARBOXYLATE
  • ( IR, 2S, 5R)-menthyl C5(s)-cytosin C1-yl-[1,3] Coxathiolane-2R-carboxylate (CME)
  • 5-METHOXY-2-(4-METHOXY-3,5-DIMETHYL-2-PYRIDINYL)METHYL THIO-1H-BENZIMIDAZOLE(INTERMEDIATE OF OMEPRAZOLE)
  • 5 - METHOXY -2 ( 3 5- DIMETHY-4- METHOXY PYRIDINE -2 YL )METHYL)THIO) 1H- BENZIM IDAZOLE
  • Omeprazole EP Imp C
  • 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole
  • 5-Methoxy-2-((4-Methoxy-3,5-diMethylpyridin-2-yl)Methylthio)-1H-benziMidazol
  • EsoMeprazo interMediate B
  • Omeprazole Sulfur ether
  • Esomeprazole Magnesium Trihydrate Imp. C (EP): 5-Methoxy-2-[[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-sulphanyl]-1H-benzimidazole (Ufiprazole)
  • Omeprazole impurity C (PhEur)
  • Pyrmetazol
  • Omeprazole metabolite Omeprazole sulfide
  • Omeprazole Sulfide (Ufiprazole)
  • 5-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulphanyl)-1H-benzimidazole
  • Esomeprazole impurity C
  • Omeprazole Impurity C
  • Esomeprazole EP Impurity C(Omeprazole EP Impurity C)
  • 2-[ [(4-methoxy-3,5-dimethylpyridine-2-yl)methyl]thio]-5-methoxy-1H-benzimidazole
  • Omeprazole Sulfide Esomeprazole EP Impurity C / (Omeprazole Sodium EP Impurity C)
  • 2-[(4-methoxy--3,5-dimethyl-2-pyridinyl-)-methyl-thio]-5-methoxy--benz-imidazole
  • 5-METHOXY-2-[[(3,5-DIMETHYL-4-METHOXY PYRIDINYL)-METHYL]THIO]-1H BENZIMIDAZOLE(OMEPRAZOLE SULPHIDE)
  • e SuL
  • 2-[[(3,5-DiMethyl-4-Methoxy-2-pyridyl)Methyl]thio]-5-MethoxybenziMidazole
  • 6-Methoxy-2-[[(4-Methoxy-3,5-diMethyl-2-pyridinyl)Methyl]thio]-1H-benziMidazole
  • PyrMetazole
  • Ufiprazole, OMeprazole Sulphide
  • EsoMeprazole related substance C
  • 5-Methoxy-2-[[(4-Methxoy-3,5-diMethylpyridin-2-yl)Methyl]sulfanyl]-1H-benziMidazole(ufiprazole)
  • 2-[(3,5-Dimethyl-4-methoxy-2-pyridyl)methylthio]-5-methoxy-1H-benzimidazole
  • 2-[[(3,5-Dimethyl-4-methoxy-2-pyridyl)methyl]thio]-5-methoxy-1H-benzimidazole
  • 5-Methoxy-2-[(3,5-dimethyl-4-methoxy-2-pyridyl)methylthio]-1H-benzimidazole
  • 5-METHOXY-2-[[(4-METHOXY-3,5-DIMETHYL-2-PYRIDINYL)METHYL) THIO]-1H-BENZIMIDAZOLE ((OMEPRAZOLE SULPHIDE COMPOUND)
  • 6-methoxy-2-[(4-methoxy-3,5-dimethyl-2-pyridyl)methylthio]-1H-benzimidazole
  • 6-methoxy-2-[(4-methoxy-3,5-dimethyl-pyridin-2-yl)methylsulfanyl]-1H-benzimidazole
  • 6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfanyl]-1H-benzimidazole
  • 1H-BenziMidazole, 6-Methoxy-2-[[(4-Methoxy-3,5-diMethyl-2-pyridinyl)Methyl]thio]-
  • EsoMeprazol iMpurity C
  • OMeprazole IMpurity-C(EP)
  • 6-Methoxy-2-((4-Methoxy-3,5-diMethylpyridin-2-yl)Methylthio)-1H-benzo[d]iMidazole
  • IMp. C (EP): 5-Methoxy-2-[[(4-Methoxy-3,5-diMethylpyridin-2-yl)Methyl]- sulphanyl]-1H-benziMidazole (Ufiprazole)
  • EsoMeprazole EP IMpurity C
  • EsoMeprazole IMp.C ep.