pyridine-3-sulfonyl chloride
- Product Name
- pyridine-3-sulfonyl chloride
- CAS No.
- 16133-25-8
- Chemical Name
- pyridine-3-sulfonyl chloride
- Synonyms
- 3-Pyridine sulphonyl chloride;m-Pyridinesulfonyl chloride;3-PYRIDINESULFONYL CHLORIDE HYDROCHLORIDE;PYRIDINE-3-SULPHONYL CHLORIDE HYDROCHLORIDE;Vonoprazan-8;Vonoprazan-029;TAK438 Impurity 68;Vonolazan impurity 8;Vonorazan Impurity 66;Vonoprazan Impurity 50
- CBNumber
- CB5153121
- Molecular Formula
- C5H4ClNO2S
- Formula Weight
- 177.61
- MOL File
- 16133-25-8.mol
pyridine-3-sulfonyl chloride Property
- Melting point:
- 144 °C
- Boiling point:
- 284℃
- Density
- 1.488
- refractive index
- n20/D 1.556
- Flash point:
- 126℃
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Chloroform (Sparingly), Methanol (Slightly)
- form
- liquid
- pka
- -1.77±0.11(Predicted)
- color
- Colourless to light yellow
- Stability:
- Moisture Sensitive
- InChI
- InChI=1S/C5H4ClNO2S/c6-10(8,9)5-2-1-3-7-4-5/h1-4H
- InChIKey
- CDRNYKLYADJTMN-UHFFFAOYSA-N
- SMILES
- C1=NC=CC=C1S(Cl)(=O)=O
- LogP
- 1.75
- CAS DataBase Reference
- 16133-25-8(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,C
- Risk Statements
- 34-43
- Safety Statements
- 26-36/37/39-45
- RIDADR
- 3261
- WGK Germany
- 3
- HazardClass
- IRRITANT
- PackingGroup
- Ⅲ
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
H317May cause an allergic skin reaction
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- CDS013908
- Product name
- 3-pyridinesulfonyl chloride hydrochloride
- Purity
- Aldrich
- Packaging
- 250mg
- Price
- $128
- Updated
- 2025/07/31
- Product number
- 749273
- Product name
- Pyridine-3-sulfonyl chloride
- Purity
- 95%
- Packaging
- 1G
- Price
- $52
- Updated
- 2025/07/31
- Product number
- P991565
- Product name
- 3-pyridinesulfonylChloride
- Packaging
- 5g
- Price
- $60
- Updated
- 2021/12/16
- Product number
- 033397
- Product name
- Pyridine-3-sulfonyl chloride
- Purity
- 97%
- Packaging
- 1g
- Price
- $19
- Updated
- 2021/12/16
- Product number
- W3496
- Product name
- Pyridine-3-sulfonylchloride
- Packaging
- 100mg
- Price
- $25
- Updated
- 2021/12/16
pyridine-3-sulfonyl chloride Chemical Properties,Usage,Production
Chemical Properties
It is a colorless, transparent liquid. It is extremely unstable when in contact with water and is easily hydrolyzed to generate pyridine-3-sulfonic acid and hydrochloric acid, which makes it lose its reactivity.
Uses
3-pyridinesulfonyl Chloride is a reagent used in the synthesis of pyrimidine derivatives with anti-proliferative activity against negative breast cancer cells.
Application
Pyridine-3-sulfonyl chloride is an essential medical intermediate and is widely applied to the synthesis of medicines, wherein the pyridine-3-sulfonyl chloride is mainly used for preparing TAK-438 (vonoprazan fumarate), which is a novel orally active potassium-competitive acid blocker, developed as an antisecretory drug.
Toxicology
Pyridine-3-sulfonyl chloride causes burns of eyes, skin and mucous membranes. Contact with water liberates toxic gas.
Synthesis
Add thionyl chloride to the water, cool to about 0-5°C, and add cuprous chloride. Fluoboric acid diazonium salt was added to the solution and reacted at 0-5°C overnight. The reaction solution was extracted with dichloromethane, combining the organic layers. The organic layer was washed once with saturated aqueous sodium bicarbonate solution, once with water, and finally once with saturated brine. The product was dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated to remove methylene chloride to obtain the product pyridine-3-sulfonyl chloride with a yield of 90.7%.
References
[1] Journal of the American Chemical Society, 1992, vol. 114, # 12, p. 4889 - 4898
[2] Patent: US2006/217387, 2006, A1. Location in patent: Page/Page column 25
[3] Journal of Medicinal Chemistry, 1999, vol. 42, # 13, p. 2409 - 2421
[4] Patent: CN106432067, 2017, A. Location in patent: Paragraph 0090
[5] Patent: WO2016/90317, 2016, A1. Location in patent: Page/Page column 73
pyridine-3-sulfonyl chloride Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from pyridine-3-sulfonyl chloride manufacturers
- Product
- pyridine-3-sulfonyl chloride 16133-25-8
- Price
- US $41.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100000
- Release date
- 2025-03-05
- Product
- PYRIDINE-3-SULFONYL CHLORIDE HYDROCHLORIDE 16133-25-8
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-29
- Product
- pyridine-3-sulfonyl chloride 16133-25-8
- Price
- US $100.00-60.00/kg
- Min. Order
- 100kg
- Purity
- 99.99%
- Supply Ability
- 100Tons
- Release date
- 2023-03-17