4-(METHANESULFONYLAMINO)PHENYLACETIC ACID
- Product Name
- 4-(METHANESULFONYLAMINO)PHENYLACETIC ACID
- CAS No.
- 56205-88-0
- Chemical Name
- 4-(METHANESULFONYLAMINO)PHENYLACETIC ACID
- Synonyms
- Dofetilide Impurity 13;Dofetilide Impurity 19;2-(4-(Methylsulfonamido);4-(Methanesulfonylamino)phenylacetic;2,2'-Biquinoline-4,4'-diyl bis(arsine);P-(METHANESULFONAMIDO)PHENYLACETIC ACID;4-(Methylsulphonylamino)phenylaceticAci;p-(Methanesulfonamide)phenylacetic Acid;2-(4-Methanesulfonamidophenyl)acetic acid;4-(METHANESULFONYLAMINO)PHENYLACETIC ACID
- CBNumber
- CB3450178
- Molecular Formula
- C9H11NO4S
- Formula Weight
- 229.25
- MOL File
- 56205-88-0.mol
4-(METHANESULFONYLAMINO)PHENYLACETIC ACID Property
- Melting point:
- 146-149°C
- Boiling point:
- 422.7±47.0 °C(Predicted)
- Density
- 1.456±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 4.28±0.10(Predicted)
- form
- Solid
- color
- Off-White to Pale Beige
Safety
- Hazard Codes
- C,Xn
- Risk Statements
- 36/37/38-22
- Safety Statements
- 26-36/37/39
- Hazard Note
- Corrosive
- HazardClass
- IRRITANT
- HS Code
- 2922498590
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
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.
N-Bromosuccinimide Price
- Product number
- M332220
- Product name
- 2-(4-(Methylsulfonamido)phenyl)aceticAcid
- Packaging
- 1g
- Price
- $180
- Updated
- 2021/12/16
- Product number
- 056413
- Product name
- 2-(4-Methanesulfonamidophenyl)acetic acid
- Purity
- >95%
- Packaging
- 5g
- Price
- $450
- Updated
- 2021/12/16
- Product number
- OR10894
- Product name
- 4-[(Methylsulphonyl)amino]phenylaceticacid,
- Purity
- 97+%
- Packaging
- 1g
- Price
- $244
- Updated
- 2021/12/16
- Product number
- 8769-1-Y3
- Product name
- 4-[(Methylsulfonyl)amino]phenylacetic acid
- Packaging
- 1g
- Price
- $269
- Updated
- 2021/12/16
- Product number
- OR10894
- Product name
- 4-[(Methylsulphonyl)amino]phenylaceticacid,
- Purity
- 97+%
- Packaging
- 5g
- Price
- $537
- Updated
- 2021/12/16
4-(METHANESULFONYLAMINO)PHENYLACETIC ACID Chemical Properties,Usage,Production
Uses
2-(4-(Methylsulfonamido)phenyl)acetic Acid acts as a reagent for resiniferatoxin analogs preparation as metabolically stable TRPV1 agonists and potential analgesics. Preparation and structure-activity relationships of 2,6-diaryl-4-(phenacylamino)pyrimidines as selective adenosine A2A antagonists.
Synthesis
1197-55-3
124-63-0
56205-88-0
The general procedure for the synthesis of 4-methylsulfonylaminophenylacetic acid from 4-aminophenylacetic acid (1 g, 6.66 mmol) and methanesulfonyl chloride (0.77 g, 9.99 mmol) was as follows: first, 4-aminophenylacetic acid was dissolved in THF (10 mL), and pH was adjusted with a 1N sodium hydroxide solution to 9. Subsequently, a THF of methanesulfonyl chloride was added slowly and dropwise under stirring solution (10 mL), and the reaction mixture continued to stir the reaction. After completion of the reaction, the pH was adjusted to 3 with 1N hydrochloric acid, the reaction mixture was diluted with distilled water and extracted several times with ethyl acetate. The organic layers were combined, washed with water, dried with anhydrous magnesium sulfate and subsequently concentrated under reduced pressure. The residue was purified by silica gel fast column chromatography using EtOAc/hexane (2:3) as eluent to give 0.855 g of yellow solid 4-(methylsulfonylamino)benzeneacetic acid in 56% yield. The product was characterized by 1H-NMR (DMSO-d6): δ 9.67 (s, 1H, COOH), 7.20 (d, 2H, J = 8.5 Hz, Ar-H), 7.13 (d, 2H, J = 8.5 Hz, Ar-H), 3.50 (s, 2H, CH2), 3.95 (s, 3H, SO2CH3).
References
[1] Patent: WO2004/35533, 2004, A1. Location in patent: Page 33
[2] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 9, p. 2291 - 2297
[3] Patent: US6265445, 2001, B1
4-(METHANESULFONYLAMINO)PHENYLACETIC ACID Preparation Products And Raw materials
Raw materials
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