Methyl 3-amino-4-hydroxybenzoate
- Product Name
- Methyl 3-amino-4-hydroxybenzoate
- CAS No.
- 536-25-4
- Chemical Name
- Methyl 3-amino-4-hydroxybenzoate
- Synonyms
- NSC9813;NSC 9813;NSC-9813;Orthoderm;Aminobenz;ORTHOFORM;Orthocain;ORTHOCAINE;Orthoform new;Mehyl3-aMino-4-hydroxybenzoate
- CBNumber
- CB2712307
- Molecular Formula
- C8H9NO3
- Formula Weight
- 167.16
- MOL File
- 536-25-4.mol
Methyl 3-amino-4-hydroxybenzoate Property
- Melting point:
- 141-143
- Boiling point:
- 295.73°C (rough estimate)
- Density
- 1.2917 (rough estimate)
- refractive index
- 1.5810 (estimate)
- RTECS
- DG2625000
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 8.15±0.18(Predicted)
- color
- Beige
- InChI
- InChI=1S/C8H9NO3/c1-12-8(11)5-2-3-7(10)6(9)4-5/h2-4,10H,9H2,1H3
- InChIKey
- VNQABZCSYCTZMS-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)C1=CC=C(O)C(N)=C1
- CAS DataBase Reference
- 536-25-4(CAS DataBase Reference)
- NIST Chemistry Reference
- Benzoic acid, 3-amino-4-hydroxy, methyl ester(536-25-4)
- EPA Substance Registry System
- Benzoic acid, 3-amino-4-hydroxy-, methyl ester (536-25-4)
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.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- M3498
- Product name
- Methyl 3-Amino-4-hydroxybenzoate
- Purity
- min. 98.0 %
- Packaging
- 1G
- Price
- $65
- Updated
- 2025/07/31
- Product number
- M3498
- Product name
- Methyl 3-Amino-4-hydroxybenzoate
- Purity
- min. 98.0 %
- Packaging
- 5G
- Price
- $195
- Updated
- 2025/07/31
- Product number
- 286058
- Product name
- Orthocaine
- Packaging
- 500mg
- Price
- $432
- Updated
- 2021/12/16
- Product number
- O697500
- Product name
- Orthocaine
- Packaging
- 1g
- Price
- $80
- Updated
- 2021/12/16
- Product number
- CS-W005637
- Product name
- Methyl3-amino-4-hydroxybenzoate
- Purity
- 98.81%
- Packaging
- 5g
- Price
- $74
- Updated
- 2021/12/16
Methyl 3-amino-4-hydroxybenzoate Chemical Properties,Usage,Production
Chemical Properties
Beige Solid
Uses
Anesthetic (topical).
Definition
ChEBI: Orthoform is a benzoate ester.
Synthesis
67-56-1
1571-72-8
536-25-4
1. 3-Amino-4-hydroxybenzoic acid (0.40 g, 2.61 mmol) was dissolved in anhydrous methanol (10 mL), and trimethylsilyl chloride (TMSCl, 0.75 mL, 5.94 mmol) was added. 2. The reaction mixture was stirred at 55°C for 48 h. 3. Upon completion of the reaction, the solvent was removed by evaporation under reduced pressure. 4. The crude product was purified by silica gel column chromatography. The crude product was purified by silica gel column chromatography using ethyl acetate as eluent to afford methyl 3-amino-4-hydroxybenzoate (0.25 g, 1.50 mmol, 57% yield) as a white solid. 5. Methyl 3-amino-4-hydroxybenzoate (0.20 g) was dissolved in anhydrous tetrahydrofuran (THF, 10 mL), and methyl 3-amino-4-hydroxybenzoate was added to methyl 3-amino-4-hydroxybenzoate, 0.26 g, 1.5 mL, and methyl 3-amino-4-hydroxybenzoate, 0.20 g, 2.5 mL, 2.4 mL, 2.5 mL. (0.26 g, 1.46 mmol). 6. The reaction mixture was stirred at room temperature overnight. 7. Upon completion of the reaction, the solvent was removed by evaporation under reduced pressure. 8. The residue was treated with water (15 mL) and extracted with ethyl acetate (3 × 15 mL). 9. The organic layers were combined, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. 10. The crude product was recrystallized from ethanol to give 2-thioalkylbenzo[d ]oxazole-5-carboxylic acid methyl ester (21, 0.22 g, 1.05 mmol, 88% yield) as a brown solid with a melting point of 203-205°C. The crude product was extracted with ethanol.
References
[1] Journal of Medicinal Chemistry, 2005, vol. 48, # 5, p. 1314 - 1317
[2] Patent: WO2004/87714, 2004, A1. Location in patent: Page 53
[3] Patent: WO2014/95920, 2014, A1. Location in patent: Page/Page column 66
[4] European Journal of Organic Chemistry, 2011, # 1, p. 100 - 109
[5] Heterocycles, 2011, vol. 83, # 12, p. 2851 - 2856
Methyl 3-amino-4-hydroxybenzoate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl 3-amino-4-hydroxybenzoate manufacturers
- Product
- Methyl 3-amino-4-hydroxybenzoate 536-25-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1000kg
- Release date
- 2025-07-05
- Product
- Methyl 3-Amino-4-hydroxybenzoate 536-25-4
- Price
- US $450.00/g
- Min. Order
- 1g
- Purity
- 98
- Supply Ability
- 500 Kg
- Release date
- 2024-03-06
- Product
- Methyl 3-amino-4-hydroxybenzoate 536-25-4
- Price
- US $0.00/g
- Min. Order
- 1g
- Purity
- 98%min
- Supply Ability
- 20kg/month
- Release date
- 2019-11-05