ChemicalBook > CAS DataBase List > Seratrodast

Seratrodast

Product Name: Seratrodast
CAS No.: 112665-43-7
Chemical Name: Seratrodast
Synonyms: CS-324;Bronic;aa-2414;Seretra;Bronica;ABT-001;Serabenast;CCRIS 8939;Seratrodast;50MG/200MG/1G
CBNumber: CB8284400
Molecular Formula: C22H26O4
Formula Weight: 354.44
MOL File: 112665-43-7.mol

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Seratrodast Property

Melting point:: 118-120°C
Boiling point:: 522.3±49.0 °C(Predicted)
Density: 1.140±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Store in freezer, under -20°C
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 4.76±0.10(Predicted)
form: Yellow-orange solid.
color: Pale Orange to Yellow
Merck: 14,8459
InChI: InChI=1S/C22H26O4/c1-14-15(2)22(26)20(16(3)21(14)25)18(17-10-6-4-7-11-17)12-8-5-9-13-19(23)24/h4,6-7,10-11,18H,5,8-9,12-13H2,1-3H3,(H,23,24)
InChIKey: ZBVKEHDGYSLCCC-UHFFFAOYSA-N
SMILES: C1(C)C(=O)C(C)=C(C(C2=CC=CC=C2)CCCCCC(=O)O)C(=O)C=1C
CAS DataBase Reference: 112665-43-7(CAS DataBase Reference)

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Safety

RTECS: DA1600050
HS Code: 2918.30.3000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1379
Product name: Seratrodast
Purity: ≥98% (HPLC)
Packaging: 10 mg
Price: $76.2
Updated: 2025/07/31

TCI Chemical

Product number: S0943
Product name: Seratrodast
Purity: >98.0%(HPLC)(T)
Packaging: 1g
Price: $401
Updated: 2025/07/31

TCI Chemical

Product number: S0943
Product name: Seratrodast
Purity: >98.0%(HPLC)(T)
Packaging: 100mg
Price: $72
Updated: 2025/07/31

Cayman Chemical

Product number: 9002014
Product name: Seratrodast
Purity: ≥98%
Packaging: 10mg
Price: $44
Updated: 2024/03/01

Cayman Chemical

Product number: 9002014
Product name: Seratrodast
Purity: ≥98%
Packaging: 25mg
Price: $130
Updated: 2024/03/01

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Seratrodast Chemical Properties,Usage,Production

Description

Seratrodast, a novel benzoquinone derivative, is the first thromboxane A₂ (TxA₂) receptor antagonist to reach the market. It is orally active for the treatment of bronchospastic disorders such as asthma. TxA₂, a metabolite of the arachidonate cascade, is involved in several cardiovascular and respiratory diseases through its potent biological effects on platelet aggregation and constriction of vascular and respiratory smooth muscles. Seratrodast potently inhibits platelet aggregation and bronchoconstriction induced by a TxA₂ mimic and by a variety of spasmogenic prostanoids including PGF_2α, PGD₂ and 9α,11β-PGF₂. Seratrodast shows excellent efficacy in asthma and has been reported to be potentially useful in hyper-responsive disorder. The R-(+)- seratrodast was reported to be the active isomer.

Chemical Properties

Pale Orange Solid

Originator

Takeda (Japan)

Uses

Thromboxane A2-receptor antagonist. Antiasthmatic.

Uses

antibacterial

Definition

ChEBI: Seratrodast is an organic molecular entity.

brand name

Bronica

Biological Activity

Thromboxane A 2 (TP) receptor antagonist. Antiasthmatic agent; inhibits platelet aggregation and bronchoconstriction induced by a TXA 2 mimetic in guinea pigs.

Synthesis

700-13-0

109-63-7

103187-18-4

112665-43-7

To toluene (570 mL) was added 2,3,5-trimethylhydroquinone (28.9 g, 0.19 mol) and 7-hydroxy-7-phenylheptanoic acid (42.2 g, 0.19 mol). Boron trifluoride ethyl ether (8.1 g) was added dropwise to the mixture at 60°C for 20 minutes. Stirring of the reaction solution was continued at the same temperature for 2.5 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in tetrahydrofuran (300 mL) and oxidation reaction was carried out by adding ferric chloride (102.6 g) and water (300 mL) to convert to quinone compounds. The reaction mixture was extracted twice with ethyl acetate. The organic layers were combined, washed with water, dried and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using isopropyl ether as eluent. Finally, the quinone compound was recrystallized from ethanol (250 mL) to give 7-(3,5,6-trimethyl-1,4-benzoquinone-2-yl)-7-phenylheptanoic acid (49.0 g, 73% yield) with a melting point of 128-129 °C.

in vitro

seratrodast was found to inhibit the aggregation of guinea pig platelets induced by a prostaglandin endoperoxide analogue, u-44069 and the specific binding of another analogue, [3h]u-46619 to washed guinea pig platelets. seratrodast could competitively inhibit the contraction of rabbit aorta and pig coronary arteries induced by u-44069. seratrodast also inhibited the contraction of rabbit aorta induced by pgf2 alpha and the contraction of pig coronary arteries. however, seratrodast had no effect on the antiaggregatory effect of guinea pig platelets [1].

in vivo

in experiments with guinea pigs, oral seratrodast at 0.1-1 mg/kg could dose-dependently inhibit the platelet aggregation induced by u-44069; the inhibition at 1 mg/kg was 100% at 1 hr and was 89% even at 24 hr after seratrodast administration [1].

IC 50

7.4 nm for guinea pig platelets

References

[1] imura, y. ,terashita, z.,shibouta, y., et al. antagonistic action of aa-2414 on thromboxane a2/prostaglandin endoperoxide receptor in platelets and blood vessels. japanese journal of pharmacology 52(1), 35-53 (1990).

Seratrodast Preparation Products And Raw materials

Raw materials

(1S)-(+)-Camphor-10-sulphonic acid Trimethylhydroquinone Phenol Ferric chloride Heptanoic acid

Preparation Products

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Seratrodast Suppliers

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View Lastest Price from Seratrodast manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: Seratrodast 112665-43-7
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-25

Hebei Yanxi Chemical Co., Ltd.

Product: Seratrodast 112665-43-7
Price: US $0.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 20 tons
Release date: 2023-11-14

Zhuozhou Wenxi import and Export Co., Ltd

Product: Seratrodast 112665-43-7
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-11

112665-43-7, SeratrodastRelated Search:

Mesna Acetaminophen Ketotifen fumarate Testosterone undecanoate Salbutamol BECLOMETHASONE Thionyl chloride Pemirolast potassium LACOSAMIDE Cetirizine dihydrochloride Ozagrel Cetirizine (R*,S*)-(-)-8-Hydroxy-5-(1-hydroxy-2-((1-methylethyl)amino)butyl)-2(1H)-quinolinone Fexofenadine hydrochloride Cyclophosphamide monohydrate 7-PHENYLHEPTANOIC ACID 1,4-HEXADIENE Heptanoic acid

50MG/200MG/1G

benzeneheptanoic acid, -(2,4,5-trimethyl-3,6-dioxo-1,4-cyclohexadien-1-yl)-

(+-)-7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoicacid

aa-2414

beta-(2,4,5-trimethyl-3,6-dioxo-1,4-cyclohexadien-1-yl)-bezeneheptanoicaci

Seratrodast(AA-2414,ABT-001)

AA-2414;SERETRA;AA2414;AA 2414

Seretra

Seratrodast AA 2414

CS-324

5-(2,4,5-trimethyl-3,6,-dioxo-1,4-cyclohexadien-1-yl)benzeneheptanoic acid

7-(3,5,6-trimethy1-1,4-benzoquinon-2-y1)-7-phenylheptanoic acid

7-phenyl-7-(2,4,5-trimethyl-3,6-dioxo-1-cyclohexa-1,4-dienyl)heptanoic acid

Bronica

Abbott 73001

Bronic

(±)-ζ-2，4，5-Trimethyl-3，6-dioxo-1，4-cyclohexadien-1-y1)benzeneheptanoic acid

7-(3,6-diketo-2,4,5-trimethyl-cyclohexa-1,4-dien-1-yl)-7-phenyl-enanthic acid

7-phenyl-7-(2,4,5-trimethyl-3,6-dioxo-cyclohexa-1,4-dien-1-yl)heptanoic acid

7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoic acid

Serabenast

Seratrodast

Seratrodast &gt

ABT-001

Seratrodast USP/EP/BP

CCRIS 8939

Seratrodast, 10 mM in DMSO

Seratrodast - Bio-X ?

Seratrodast/112665-43-7/98%

112665-43-7

C22H26O4

ZAGAM

API

Heterocyclic Compounds

Intermediates & Fine Chemicals

Pharmaceuticals