METHYL 5-AMINOSALICYLATE
- Product Name
- METHYL 5-AMINOSALICYLATE
- CAS No.
- 42753-75-3
- Chemical Name
- METHYL 5-AMINOSALICYLATE
- Synonyms
- 5-Aminomethylsalicylate;Mesalazine Methyl Ester;METHYL 5-AMINOSALICYLATE;5-aminomethylsalicylicacid;Methyl 5-aminosalicylate 97%;5-Aminosalicylic methyl ester;METHYL 5-AMINOMETHYLSALICYLATE;5-amino-salicylicacimethylester;METHYL 5-AMINO-2-HYDROXYBENZOATE;5-AMINO SALICYLIC ACID METHYL ESTER
- CBNumber
- CB5452161
- Molecular Formula
- C8H9NO3
- Formula Weight
- 167.16
- MOL File
- 42753-75-3.mol
METHYL 5-AMINOSALICYLATE Property
- Melting point:
- 95-99 °C (lit.)
- Boiling point:
- 319.2±27.0 °C(Predicted)
- Density
- 1.305±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 10.02±0.18(Predicted)
- color
- Pale Yellow to Brown
- CAS DataBase Reference
- 42753-75-3(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38-43
- Safety Statements
- 26
- WGK Germany
- 2
- RTECS
- VO1683100
- HazardClass
- IRRITANT
- HS Code
- 2922500090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H317May cause an allergic skin reaction
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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
- 636436
- Product name
- Methyl 5-aminosalicylate
- Purity
- 97%
- Packaging
- 1g
- Price
- $24.1
- Updated
- 2025/07/31
- Product number
- 636436
- Product name
- Methyl 5-aminosalicylate
- Purity
- 97%
- Packaging
- 5g
- Price
- $151
- Updated
- 2025/07/31
- Product number
- A611285
- Product name
- 5-Amino-2-hydroxybenzoicAcidMethylEster
- Packaging
- 25g
- Price
- $780
- Updated
- 2021/12/16
- Product number
- A611285
- Product name
- 5-Amino-2-hydroxybenzoicAcidMethylEster
- Packaging
- 5G
- Price
- $165
- Updated
- 2021/12/16
- Product number
- 037603
- Product name
- Methyl 5-amino-2-hydroxybenzoate
- Packaging
- 500mg
- Price
- $175
- Updated
- 2021/12/16
METHYL 5-AMINOSALICYLATE Chemical Properties,Usage,Production
Uses
5-Amino-2-hydroxybenzoic Acid Methyl Ester is disubsituted benzoic acid used in the preparation of various pharmaceutical compounds such as sphingosine kinase inhibitors.
Synthesis
67-56-1
89-57-6
42753-75-3
In a 5-liter four-necked flask equipped with a reflux condenser, a dropping funnel, a thermometer casing, and a mechanical stirrer, methanol (3500 mL) and 5-aminosalicylic acid (500 g, 3.26 mol) were added and stirring was turned on. The reaction temperature was controlled in the range of 35-40 °C and thionyl chloride (600 mL, 8.16 mol) was added slowly dropwise for about 2 hours. After the dropwise addition, the reaction mixture was heated and refluxed for 15-16 hours, during which the reaction mixture gradually changed to a brown dilute slurry. The progress of the reaction was monitored by thin layer chromatography (TLC) until the residue of 5-aminosalicylic acid was below 1.0% (based on TLC analysis). Subsequently, the following post-treatment was carried out: first, about 2000 mL of methanol was removed by distillation at atmospheric pressure, and then the remaining methanol was azeotropically distilled (3 × 1000 mL) with water at reduced pressure (200-250 mmHg) to obtain a slurry. The slurry was poured into water (3500 mL) and the pH was adjusted first to 5.0 with 25% (w/v) NaOH solution (750 mL) and then to 7.0-7.5 with 20% (w/v) Na2CO3 solution (300 mL).The precipitated solid of methyl 5-amino salicylate was filtered and washed with water (2 x 1000 mL). The filter cake was dried to constant weight at 65 °C under reduced pressure (250 mmHg) to give 490 g of product in 90% yield. Melting point: 93-95°C. Reference: EP 0291159. 1H-NMR (CDCl3) data: δ 3.92 ppm (3H, s, Ar-COOCH3); 6.85 ppm (2H, m, Ar-H); 7.16 ppm (1H, d, J=2.73 Hz, Ar-H). Mass spectral data: m/z 167 (M+), 135, 107, 79.
References
[1] Journal of Organic Chemistry, 2011, vol. 76, # 15, p. 5873 - 5881
[2] Journal of Organic Chemistry, 2008, vol. 73, # 16, p. 6152 - 6157
[3] European Journal of Organic Chemistry, 2009, # 13, p. 2055 - 2058
[4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 1, p. 189 - 192
[5] Patent: US2004/132982, 2004, A1. Location in patent: Page 4
METHYL 5-AMINOSALICYLATE Preparation Products And Raw materials
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View Lastest Price from METHYL 5-AMINOSALICYLATE manufacturers
- Product
- METHYL 5-AMINOSALICYLATE 42753-75-3
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2020-01-09