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;Tafamidis API;Tafamidis(Fx 1006);afamidis (Fx1006A);Tafamidis free acid;Tafamidis (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.
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
- 3096AH
- Product name
- Tafamidis
- Packaging
- 1mg
- Price
- $62
- 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) Bulawa?et al.?(2012),?Tafamidis, a potent and selective transthyretin kinetic stabilizer that inhibits amyloid cascade; Proc. Natl. Acad. Sci. USA,?109?9629 2) Scott (2014),?Tafamidis: a review of its use in familial amyloid polyneuropathy; Drugs,?74?1371 3) Zhao?et al.?(2019),?Tafamidis, a Noninvasive Therapy for Delaying Transthyretin Familial Amyloid Polyneuropathy: Systemic Review and Meta-analysis; J. Clin. Neurol.,?15?108 4) Lorenzini and Elliott (2019),?Tafamidis for the treatment of transthyretin amyloidosis; Future Cardiol.,?15?53
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 $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-11-04
- Product
- 2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid 594839-88-0
- Price
- US $32.00-1.50/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-03-22
- Product
- 2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid 594839-88-0
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 50000KG/month
- Release date
- 2023-10-13