2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid
- Product Name
- 2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid
- CAS No.
- 594839-88-0
- Chemical Name
- 2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid
- Synonyms
- TafaMidis;Fx-1006A;Fx 1006;Fx1006A;Fx 1006A;D3-Tafamidis;Tafamidis API;Chlorfenazolac;Tafamidis(Fx 1006);afamidis (Fx1006A)
- CBNumber
- CB52484674
- Molecular Formula
- C14H7Cl2NO3
- Formula Weight
- 308.12
- MOL File
- 594839-88-0.mol
2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid Property
- Boiling point:
- 486.7±40.0 °C(Predicted)
- Density
- 1.530
- storage temp.
- -20°
- solubility
- Soluble in DMSO (up to 20 mg/ml).
- pka
- 3.49±0.30(Predicted)
- form
- solid
- color
- Off-white
- Stability:
- Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
- InChI
- InChI=1S/C14H7Cl2NO3/c15-9-3-8(4-10(16)6-9)13-17-11-2-1-7(14(18)19)5-12(11)20-13/h1-6H,(H,18,19)
- InChIKey
- TXEIIPDJKFWEEC-UHFFFAOYSA-N
- SMILES
- O1C2=CC(C(O)=O)=CC=C2N=C1C1=CC(Cl)=CC(Cl)=C1
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
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
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.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- 13694
- Product name
- Tafamidis
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $67
- Updated
- 2024/03/01
- Product number
- 13694
- Product name
- Tafamidis
- Purity
- ≥98%
- Packaging
- 10 mg
- Price
- $107
- Updated
- 2024/03/01
- Product number
- 13694
- Product name
- Tafamidis
- Purity
- ≥98%
- Packaging
- 25 mg
- Price
- $217
- Updated
- 2024/03/01
- Product number
- 13694
- Product name
- Tafamidis
- Purity
- ≥98%
- Packaging
- 50 mg
- Price
- $398
- Updated
- 2024/03/01
- Product number
- FD27988
- Product name
- 2-(3,5-Dichlorophenyl)-6-benzoxazolecarboxylic acid
- Packaging
- 10mg
- Price
- $540
- Updated
- 2021/12/16
2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid Chemical Properties,Usage,Production
Description
Tafamidis is a kinetic stabilizer of transthyretin (TTR) that prevents amyloidogenesis by wild-type and mutant TTRs. It binds to TTR with negative cooperativity (Kd1 = 3 nM; Kd2 = 278 nM) to stabilize the TTR dimer-dimer interface and inhibit tetrameric dissociation. Tafamidis stabilizes wild-type and clinically significant V30M and V122I mutant TTR amyloidogenic homotetramers (EC50s = 2.7-3.2 μM) under fibril-promoting, denaturing, and physiological conditions in vitro. It stabilizes TTR heterotetramers containing wild-type and mutant subunits ex vivo in human plasma derived from patients carrying V30M or V1221 mutations when used at a concentration of 7.2 μM. Formulations containing tafamidis have been used for the treatment of familial amyloid polyneuropathy.
Uses
Tafamidis can be used as a benzoxole derivative that is a transthyretin (TTR) amyloid fibril inhibitors. It is a new drug candidate in the treatment of TTR amyloidosis (caused my misfolding of proteins).
Definition
ChEBI: A member of the class of 1,3-benzoxazoles that is 1,3-benzoxazole-6-carboxylic acid in which the hydrogen at position 2 is replaced by a 3,5-dichlorophenyl group. Used (as its meglumine salt) for the amelioration of transthyretin-related hereditary amyloid sis.
Synthesis
The synthesis of 2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid is as follows:
methyl 2-(3,5-dichlorophenyl)benzo[d]oxazole-6-carboxylate (17.9 mmol) was dissolved in a mixture of THF:MeOH:H2O (3:1:1, 50 mL) and treated with LiOH (71.6 mmol) at room temperature for 6h. The mixture was acidified to pH 2 with 1 N HCl and extracted with EA. The combined organic layers were dried over MgSO4, filtered and concentrated to give the product as a white solid 5.0 g, yield 91%.
References
[1] CHRISTINE E BULAWA. Tafamidis, a potent and selective transthyretin kinetic stabilizer that inhibits the amyloid cascade.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2012: 9629-9634. DOI:10.1073/pnas.1121005109
[2] SCOTT L J. Tafamidis: a review of its use in familial amyloid polyneuropathy.[J]. Drugs, 2014, 74 12: 1371-1378. DOI:10.1007/s40265-014-0260-2
[3] YINAN ZHAO. Tafamidis, a Noninvasive Therapy for Delaying Transthyretin Familial Amyloid Polyneuropathy: Systematic Review and Meta-Analysis.[J]. Journal of Clinical Neurology, 2019, 15 1: 108-115. DOI:10.3988/jcn.2019.15.1.108
[4] MASSIMILIANO LORENZINI Perry M E. Tafamidis for the treatment of transthyretin amyloidosis.[J]. Future cardiology, 2019, 15 2: 53-61. DOI:10.2217/fca-2018-0078
2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid Preparation Products And Raw materials
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View Lastest Price from 2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid manufacturers
- Product
- 2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid 594839-88-0
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1000kgs
- Release date
- 2025-11-17
- Product
- 2-(3,5-Dichlorophenyl)benzoxazole-6-carboxylic acid 594839-88-0
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1
- Release date
- 2025-08-25
- Product
- 2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid 594839-88-0
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-11-04