2-Amino-5-methoxybenzoic acid
- Product Name
- 2-Amino-5-methoxybenzoic acid
- CAS No.
- 6705-03-9
- Chemical Name
- 2-Amino-5-methoxybenzoic acid
- Synonyms
- 5-METHOXYANTHRANILIC ACID;2-AMino-5-Methoxyben;2-Amino-5-Methoxybenzoic;Mefenamic Acid Impurity 21;5-Methoxyanththranillic Acid;Anthranilic acid, 5-methoxy-;2-AMINO-5-METHOXYBENZOIC ACID;2-AMINO-5-METHOXYLBENZOIC ACID;2-azanyl-5-methoxy-benzoic acid;2-Amino-5-MethoxybenzoicAcid98%
- CBNumber
- CB6161046
- Molecular Formula
- C8H9NO3
- Formula Weight
- 167.16
- MOL File
- 6705-03-9.mol
2-Amino-5-methoxybenzoic acid Property
- Melting point:
- 148-152 °C
- Boiling point:
- 349.9±27.0 °C(Predicted)
- Density
- 1.303±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Methanol (Slightly)
- form
- Crystalline Powder
- pka
- 2.08±0.10(Predicted)
- color
- White to yellow to pale orange
- BRN
- 777690
- InChI
- InChI=1S/C8H9NO3/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4H,9H2,1H3,(H,10,11)
- InChIKey
- UMKSAURFQFUULT-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C1=CC(OC)=CC=C1N
- CAS DataBase Reference
- 6705-03-9(CAS DataBase Reference)
- NIST Chemistry Reference
- 5-Methoxyanthranilic acid(6705-03-9)
Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 22-36/37/38-20/21/22
- Safety Statements
- 26-36/37/39-36-37
- WGK Germany
- 3
- Hazard Note
- Irritant
- HS Code
- 29225090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 665118
- Product name
- 2-Amino-5-methoxybenzoic acid
- Purity
- 97%
- Packaging
- 1g
- Price
- $86.8
- Updated
- 2025/07/31
- Product number
- 665118
- Product name
- 2-Amino-5-methoxybenzoic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $128
- Updated
- 2025/07/31
- Product number
- A1767
- Product name
- 2-Amino-5-methoxybenzoic Acid
- Packaging
- 5G
- Price
- $90
- Updated
- 2025/07/31
- Product number
- A1767
- Product name
- 2-Amino-5-methoxybenzoic Acid
- Packaging
- 25G
- Price
- $267
- Updated
- 2025/07/31
- Product number
- A611915
- Product name
- 2-Amino-5-methoxybenzoic acid
- Packaging
- 10g
- Price
- $140
- Updated
- 2021/12/16
2-Amino-5-methoxybenzoic acid Chemical Properties,Usage,Production
Chemical Properties
white to light yellow crystal powder
Uses
2-Amino-5-methoxybenzoic acid is a general reagent used in the synthesis of substituted isoquinolinonaphthyridines, quinazolinones, imidazobenzodiazepines, pyridoquinazolones and polycyclic hexahydrobenzo[c]acridines.
Uses
2-Amino-5-methoxybenzoic Acid is used in the synthesis of quinazolinone class of histamine H3 receptor inverse agonists. It is also used in the synthesis of Alogliptin, a selective inhibitor of the s erine protease dipeptidyl peptidase IV.
Definition
ChEBI: 2-Amino-5-methoxybenzoic acid is a methoxybenzoic acid.
reaction suitability
reaction type: solution phase peptide synthesis
Synthesis
1882-69-5
6705-03-9
Using 5-methoxy-2-nitrobenzoic acid (1) as starting material, its nitro group was reduced by catalytic hydrogenation using H2 and Pd/C to afford 2-amino-5-methoxybenzoic acid (2) in quantitative yield. Subsequently, compound (2) was subjected to diazotization reaction with NaNO2 followed by treatment with Na2S2 to obtain stable disulfide compound (3) in 80% yield. This disulfide (3) was directly reacted with SOCl2 without further purification, followed by reaction with 2-chloroethylamine in the presence of Et3N to produce amide (4) in 90% yield. The compound (4) was converted to the cyclized product (5) by a one-pot method with trimethylphosphine and Et3N co-refluxed in THF. Finally, reduction of the cyclized amide (5) using LiAlH4 afforded 7-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (6).
References
[1] Patent: US2007/49572, 2007, A1. Location in patent: Page/Page column 34
[2] Patent: US2005/215540, 2005, A1. Location in patent: Page/Page column 37
[3] Patent: WO2016/23826, 2016, A1. Location in patent: Page/Page column 40
[4] Synthesis (Germany), 2017, vol. 49, # 1, p. 135 - 144
[5] Medicinal Chemistry Research, 2002, vol. 11, # 9, p. 504 - 537
2-Amino-5-methoxybenzoic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Amino-5-methoxybenzoic acid manufacturers
- Product
- 2-Amino-5-methoxybenzoic acid 6705-03-9
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-08-22
- Product
- 2-Amino-5-methoxybenzoic acid 6705-03-9
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-02-28
- Product
- 2-Amino-5-methoxybenzoic acid 6705-03-9
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 95%-99%
- Supply Ability
- 100kg
- Release date
- 2018-12-20