ChemicalBook > CAS DataBase List > 2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid

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
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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.
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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.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
13694
Product name
Tafamidis
Purity
≥98%
Packaging
5mg
Price
$67
Updated
2024/03/01
Cayman Chemical
Product number
13694
Product name
Tafamidis
Purity
≥98%
Packaging
10 mg
Price
$107
Updated
2024/03/01
Cayman Chemical
Product number
13694
Product name
Tafamidis
Purity
≥98%
Packaging
25 mg
Price
$217
Updated
2024/03/01
Cayman Chemical
Product number
13694
Product name
Tafamidis
Purity
≥98%
Packaging
50 mg
Price
$398
Updated
2024/03/01
Biosynth Carbosynth
Product number
FD27988
Product name
2-(3,5-Dichlorophenyl)-6-benzoxazolecarboxylic acid
Packaging
10mg
Price
$540
Updated
2021/12/16
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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

Raw materials

Preparation Products

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2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid Suppliers

Tianjin Zhangxin Pharmaceutical Technology Co., Ltd
Tel
022-28219283 18522293726
Email
linda_zxyy@163.com
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China
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Shanghai Qinli Pharmaceutical Technology Co., LTD
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15921357166
Email
27960385@qq.com
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China
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70
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58
Shanghai Boyle Chemical Co., Ltd.
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Fax
86-21-57758967
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sales@boylechem.com
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China
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2922
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Chemsky(shanghai)International Co.,Ltd.
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021-50135380
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shchemsky@163.com
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China
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Chemsky (shanghai) International Co.,Ltd
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
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15402
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60
Hangzhou Sage Chemical Co., Ltd.
Tel
+86057186818502 13588463833
Fax
Pls mail us for more information!
Email
info@sagechem.com
Country
China
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10266
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SHANGHAI YINGRUI CHEMICAL TECHNOLOGY CO.,LTD.
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021-34666753 13311639313
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+86-21-34979012
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info@shyrchem.com
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China
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Haoyuan Chemexpress Co., Ltd.
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021-58950125
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(86) 21-58955996
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info@chemexpress.com
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China
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7552
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MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
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United States
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4861
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TargetMol Chemicals Inc.
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021-021-33632979 15002134094
Fax
021-33632979
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marketing@targetmol.com
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China
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View Lastest Price from 2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid manufacturers

Hebei Weibang Biotechnology Co., Ltd
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
Henan Fengda Chemical Co., Ltd
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
Hebei Mojin Biotechnology Co., Ltd
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

594839-88-0, 2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acidRelated Search:


  • Tafamidis (Fx1006A)
  • Tafamidis free acid
  • PF-06291826(Tafamidis)
  • TafaMidis
  • Fx 1006
  • 6-Benzoxazolecarboxylic acid, 2-(3,5-dichlorophenyl)-
  • Tafamidis(Fx 1006)
  • 2-(3,5-Dichlorophenyl)-6-benzoxazole carboxylic acid
  • Fx 1006A
  • Fx1006A
  • Fx-1006A
  • FX-1006A;FX1006A;FX 1006A
  • Tafamidis free acid, 2-(3,5-dichlorophenyl)-6-benzoxazole carboxylic acid
  • 2-(3,5-Dichlorophenyl)benzo[d]oxazole-6-carboxylic acid
  • afamidis (Fx1006A)
  • 2-(3,5-Dichlorophenyl)benzoxazole-6-carboxylic Acid
  • Tafamidis API
  • 2-(3,5-Dichlorophenyl)-1,3-Benzoxazole-6-carboxylic acid
  • 594839-88-0
  • Aromatics
  • Heterocycles
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • API