4-Oxo-4H-1-benzopyran-2-carboxylic acid
- Product Name
- 4-Oxo-4H-1-benzopyran-2-carboxylic acid
- CAS No.
- 4940-39-0
- Chemical Name
- 4-Oxo-4H-1-benzopyran-2-carboxylic acid
- Synonyms
- lp-1;atremon;CHROMOCARB;chromocarbe;LP-1 Cells Line;TIMTEC-BB SBB003660;LABOTEST-BB LT00454887;chromonecarboxylicacid;2-Chromonecarboxylic acid;Chromocarb, 10 mM in DMSO
- CBNumber
- CB6322423
- Molecular Formula
- C10H6O4
- Formula Weight
- 190.15
- MOL File
- 4940-39-0.mol
4-Oxo-4H-1-benzopyran-2-carboxylic acid Property
- Melting point:
- 260 °C (dec.)(lit.)
- Boiling point:
- 285.64°C (rough estimate)
- Density
- 1.3366 (rough estimate)
- refractive index
- 1.5280 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- alcohol: soluble
- form
- Powder
- pka
- 2.28±0.20(Predicted)
- color
- White to beige
- Water Solubility
- sparingly soluble
- Merck
- 14,2237
- BRN
- 146442
- InChI
- InChI=1S/C10H6O4/c11-7-5-9(10(12)13)14-8-4-2-1-3-6(7)8/h1-5H,(H,12,13)
- InChIKey
- RVMGXWBCQGAWBR-UHFFFAOYSA-N
- SMILES
- C1(C(O)=O)OC2=CC=CC=C2C(=O)C=1
- CAS DataBase Reference
- 4940-39-0(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- RTECS
- DJ2476000
- Hazard Note
- Irritant
- HS Code
- 29329990
- Toxicity
- LD50 intraperitoneal in mouse: 585mg/kg
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.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- 189782
- Product name
- 4-Oxo-4H-1-benzopyran-2-carboxylic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $49.4
- Updated
- 2025/07/31
- Product number
- O0290
- Product name
- Chromone-2-carboxylic Acid
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $170
- Updated
- 2025/07/31
- Product number
- O0290
- Product name
- Chromone-2-carboxylic Acid
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $605
- Updated
- 2025/07/31
- Product number
- B205670
- Product name
- 4-Oxo-4H-1-benzopyran-2-carboxylic acid
- Packaging
- 10g
- Price
- $415
- Updated
- 2021/12/16
- Product number
- FC31629
- Product name
- Chromone-2-carboxylic acid
- Packaging
- 10g
- Price
- $85
- Updated
- 2021/12/16
4-Oxo-4H-1-benzopyran-2-carboxylic acid Chemical Properties,Usage,Production
Chemical Properties
white to light yellow crystal powder
Uses
vascular protectant
Uses
Chromone-2-carboxylic acid is used in the cyclic form 3?-oxopyrazolidino[4?,5??2, 3]-chroman-4-one, gives the azide of chromone-2-carboxylic acid, the curtius rearrangement of which is used to synthesize a number of 2-acylaminochromones and it is an orally active antiallergic agent.
Uses
4-oxo-4H-1-Benzopyran-2-carboxylic Acid acts as an inhibitor of monoamine oxidase A & B. Also functions as a novel type of tyrosine phosphatase 1B inhibitor in studies, due to a structure derived from formylchromone.
Definition
ChEBI: 4-oxo-1-benzopyran-2-carboxylic acid is a member of chromones.
General Description
Nasal absorption of 4-oxo-4H-1-benzopyran-2-carboxylic acid has been investigated in the male Wistar rat.
Synthesis
118-93-4
95-92-1
4940-39-0
Example 8 Synthesis of 4-oxo-4H-chromene-2-carboxylic acid Procedure: a mixture of diethyl oxalate (110 mL, 810 mmol) and 2'-hydroxyacetophenone (44 mL, 365 mmol) was added slowly and dropwise to a solution of sodium ethanolate (76 g, 1.11 mol) in ethanol (600 mL) over a period of 20 minutes. The reaction mixture was heated to 80 °C and maintained for 1 h, followed by cooling to room temperature. Water (500 mL) and ether (600 mL) were added to the reaction system and the pH was adjusted with concentrated hydrochloric acid to 2. The organic phase was separated and the aqueous phase was further extracted with ether (2 x 600 mL). The organic phases were combined, washed with saturated aqueous sodium chloride solution (2 x 600 mL), dried over anhydrous magnesium sulfate and concentrated to give a brown oily solid. The solid was mixed with glacial acetic acid (440 mL) and concentrated hydrochloric acid (110 mL) and heated to 85 °C for overnight reaction. After the reaction was completed, it was cooled to room temperature, diluted with water (550 mL) and the solid was collected by filtration. The solid was washed with water (2 x 125 mL) and dried in a vacuum oven to give a purple solid product (58 g, 83% yield). Melting point: 260-261 °C. 1H NMR (300 MHz, DMSO-d6) δ 8.03 (m, 1H), 7.85 (m, 1H), 7.71 (m, 1H), 7.51 (m, 1H), 6.89 (s, 1H).
References
[1] Patent: US6469031, 2002, B1
[2] Patent: US6051586, 2000, A
[3] Zhurnal Obshchei Khimii, 1959, vol. 29, p. 1026,1029; engl. Ausg. S. 1004, 1006
[4] Helvetica Chimica Acta, 1951, vol. 34, p. 767,774
[5] Chimica Therapeutica, 1968, vol. 3, p. 270 - 273
4-Oxo-4H-1-benzopyran-2-carboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Oxo-4H-1-benzopyran-2-carboxylic acid manufacturers
- Product
- 4-Oxo-4H-1-benzopyran-2-carboxylic acid 4940-39-0
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-10-29
- Product
- 4-Oxo-4H-1-benzopyran-2-carboxylic acid 4940-39-0
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 95%
- Supply Ability
- 500KG
- Release date
- 2018-08-19