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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
Molecular Weight:
167.16
MDL Number:
MFCD01317557
MOL File:
42753-75-3.mol
MSDS File:
SDS
Last updated:2026-01-13 11:22:50
Product description Number Pack Size Price
Methyl 5-aminosalicylate 97% 636436 1g $24.1
Methyl 5-aminosalicylate 97% 636436 5g $151
5-Amino-2-hydroxybenzoicAcidMethylEster A611285 25g $780
5-Amino-2-hydroxybenzoicAcidMethylEster A611285 5G $165
Methyl 5-amino-2-hydroxybenzoate 037603 500mg $175
More product size

METHYL 5-AMINOSALICYLATE Properties

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)
pka 10.02±0.18(Predicted)
form Solid
color Pale Yellow to Brown
InChI 1S/C8H9NO3/c1-12-8(11)6-4-5(9)2-3-7(6)10/h2-4,10H,9H2,1H3
InChIKey MXUHMQZOATZRIK-UHFFFAOYSA-N
SMILES COC(=O)c1cc(N)ccc1O
CAS DataBase Reference 42753-75-3(CAS DataBase Reference)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H317-H319-H335
Precautionary statements  P261-P264-P280-P301+P312-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes  Xn
Risk Statements  22-36/37/38-43
Safety Statements  26
WGK Germany  2
RTECS  VO1683100
HazardClass  IRRITANT
HS Code  2922500090
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1
STOT SE 3

METHYL 5-AMINOSALICYLATE price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 636436 Methyl 5-aminosalicylate 97% 42753-75-3 1g $24.1 2025-07-31 Buy
Sigma-Aldrich 636436 Methyl 5-aminosalicylate 97% 42753-75-3 5g $151 2025-07-31 Buy
TRC A611285 5-Amino-2-hydroxybenzoicAcidMethylEster 42753-75-3 25g $780 2021-12-16 Buy
TRC A611285 5-Amino-2-hydroxybenzoicAcidMethylEster 42753-75-3 5G $165 2021-12-16 Buy
Matrix Scientific 037603 Methyl 5-amino-2-hydroxybenzoate 42753-75-3 500mg $175 2021-12-16 Buy
Product number Packaging Price Buy
636436 1g $24.1 Buy
636436 5g $151 Buy
A611285 25g $780 Buy
A611285 5G $165 Buy
037603 500mg $175 Buy

METHYL 5-AMINOSALICYLATE Chemical Properties,Uses,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

Methanol

67-56-1

5-Aminosalicylic acid

89-57-6

METHYL 5-AMINOSALICYLATE

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

67-56-1
89-56-5
42753-75-3
Synthesis of METHYL 5-AMINOSALICYLATE from Methanol and 5-Methylsalicylic acid
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Suzhou ARTK Medchem Co., Ltd.
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View Lastest Price from METHYL 5-AMINOSALICYLATE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
METHYL 5-AMINOSALICYLATE pictures 2020-01-10 METHYL 5-AMINOSALICYLATE
42753-75-3
US $1.00 / KG 1KG 99% 200kg Career Henan Chemical Co

METHYL 5-AMINOSALICYLATE Spectrum

5-amino-2-hydroxy-benzoicacimethylester 5-aminomethylsalicylicacid 5-amino-salicylicacimethylester METHYL 5-AMINOSALICYLATE METHYL 5-AMINO-2-HYDROXYBENZOATE 5-AMINO-2-HYDROXYBENZOIC ACID METHYL ESTER 5-AMINO SALICYLIC ACID METHYL ESTER 5-Aminomethylsalicylate METHYL 5-AMINOMETHYLSALICYLATE Methyl 5-aminosalicylate 97% Mesalazine Methyl Ester Benzoic acid, 5-amino-2-hydroxy-, methyl ester 5-Aminosalicylic methyl ester 42753-75-3 Building Blocks C8 to C9 Carbonyl Compounds Esters Organic Building Blocks Aromatic Esters pharmacetical C8 to C9 Carbonyl Compounds Esters amine|alcohol|carboxylic ester