Clazosentan

Product Name: Clazosentan
CAS No.: 180384-56-9
Chemical Name: Clazosentan
Synonyms: VML 588;AXV-034343;Clazosentan;Clazosentan Sodium;Clazosentan Soudium;Octahydroaminoacridine succinate;Clazosentan (Ro-61-1790, ACT-108475);N-[6-(2-HYDROXYETHOXY)-5-(2-METHOXYPHENOXY)-2-[2-(2H-TETRAZOL-5-YL)-4-PYRIDINYL]-4-PYRIMIDINYL]-5-METHYL-2-PYRIDINESULFONAMIDE;N-(2-(2-(2H-tetrazol-5-yl)pyridin-4-yl)-6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)pyrimidin-4-yl)-5-methylpyridine-2-sulfonamide;N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-[2-(2H-tetrazol-5-yl)pyridin-4-yl]pyrimidin-4-yl]-5-methyl-pyridine-2-sulfonamide
CBNumber: CB01856019
Molecular Formula: C25H23N9O6S
Formula Weight: 577.57
MOL File: 180384-56-9.mol

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Clazosentan Property

Melting point:: 239-241°
Boiling point:: 754.5±70.0 °C(Predicted)
Density: 1.485±0.06 g/cm3(Predicted)
storage temp.: Store at -20°C
solubility: DMSO : 83.33 mg/mL (144.28 mM; Need ultrasonic)
form: Solid
pka: 2.97±0.10(Predicted)
color: Off-white to light yellow
InChIKey: LFWCJABOXHSRGC-UHFFFAOYSA-N
SMILES: C1(S(NC2C(OC3=CC=CC=C3OC)=C(OCCO)N=C(C3C=CN=C(C4=NNN=N4)C=3)N=2)(=O)=O)=NC=C(C)C=C1

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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.

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N-Bromosuccinimide Price

TRC

Product number: C565400
Product name: Clazosentan
Packaging: 150mg
Price: $6545
Updated: 2021/12/16

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Clazosentan Chemical Properties,Usage,Production

Description

Clazosentan (trade name Pivlaz) is a small molecule endothelin (ET) A receptor selective antagonist developed by Idorsia Pharmaceuticals. By inhibiting the ET A receptor, clazosentan sodium can reduce ET-related cerebral vasospasm that may occur after cerebral aneurysmal subarachnoid hemorrhage.

Uses

Clazosentan, a novel endothelin A antagonist, improves cerebral blood flow and behavior after traumatic brain injury.

Synthesis

Under alkaline conditions, o-hydroxyanisole (11.1) was alkylated with diethyl bromomalonate, followed by cyclization of the diester 11.2 and the amidine 11.3 to give the pyrimidine 11.4. Amidation of the pyridine ring was performed under modified Minisci conditions, but no yields were reported for the conversion of pyridine 11.4 to 2-carboxyamide pyridine 11.5. Addition of dihydroxypyrimidine 11.5 to phosphorus oxychloride under alkaline conditions resulted in conversion of the hydroxyl group to the corresponding chloride, with simultaneous dehydration of the amide to give the nitrile 11.6. Substitution with commercially available sulfonamide 11.7 under mild conditions allowed the introduction of a single pyridinesulfonamide 11.8, followed by nucleophilic addition of hydrazine to the nitrile to give the iminohydrazine 11.9. Treatment with sodium nitrite under weakly acidic conditions promoted tetrazole formation, followed by substitution of the remaining aryl chloride with ethylene glycol in the presence of sodium hydroxide. The remaining aryl chloride underwent substitution with ethylene glycol. Finally, exposure of clazotan to heated sodium methoxide/methanol followed by careful cooling and filtration afforded the disodium salt of clazotan sodium (11) in 41% yield from chloropyrimidine 11.10.

in vivo

Clazosentan (10 μM, 0.05?mL/kg, intracisternal injection) inhibits the contractile responses to ET-1 in rats^[2]. Clazosentan (10 mg/kg, s.c.) inhibits IL-33-induced hypernociception in mice^[4].

Animal Model:	Rats^[2]
Dosage:	10 μM, 0.05?mL/kg
Administration:	Intracisternal injection
Result:	Inhibited the contractile responses to ET-1, without preventing SAH-induced upregulation of ET receptors in cerebral arteries.

Clazosentan Preparation Products And Raw materials

Raw materials

Preparation Products

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Clazosentan Suppliers

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View Lastest Price from Clazosentan manufacturers

Wuhan JiyunZen Tech Co., Ltd.

Product: Clazosentan 180384-56-9
Price: US $5.00-0.50/KG
Min. Order: 1KG
Purity: 99% hplc
Supply Ability: 500TONS
Release date: 2025-06-05

180384-56-9, ClazosentanRelated Search:

N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-[2-(2H-tetrazol-5-yl)pyridin-4-yl]pyrimidin-4-yl]-5-methyl-pyridine-2-sulfonamide

N-(2-(2-(2H-tetrazol-5-yl)pyridin-4-yl)-6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)pyrimidin-4-yl)-5-methylpyridine-2-sulfonamide

N-[6-(2-HYDROXYETHOXY)-5-(2-METHOXYPHENOXY)-2-[2-(2H-TETRAZOL-5-YL)-4-PYRIDINYL]-4-PYRIMIDINYL]-5-METHYL-2-PYRIDINESULFONAMIDE

Octahydroaminoacridine succinate

Clazosentan

VML 588

2-Pyridinesulfonamide, N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-[2-(2H-tetrazol-5-yl)-4-pyridinyl]-4-pyrimidinyl]-5-methyl-

Clazosentan (Ro-61-1790, ACT-108475)

Clazosentan Sodium

Clazosentan Soudium

AXV-034343

180384-56-9

C25H23N9O6S

Amines, Aromatics, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds