Cyclothiazide

Base Information

• Chemical Name: Cyclothiazide
• CAS No.: 2259-96-3
• Molecular Formula: C14H16 Cl N3 O4 S2
• Molecular Weight: 389.884
• Hs Code.: 2935904000
• European Community (EC) Number: 218-859-7
• NSC Number: 758431
• UNII: P71U09G5BW
• DSSTox Substance ID: DTXSID3022871
• Nikkaji Number: J3.702H
• Wikipedia: Cyclothiazide
• Wikidata: Q5199066
• NCI Thesaurus Code: C65358
• Pharos Ligand ID: T7FVTQTA19HS
• Metabolomics Workbench ID: 42935
• ChEMBL ID: CHEMBL61593
• Mol file: 2259-96-3.mol

Synonyms:cyclothiazide

Chemical Property of Cyclothiazide

Chemical Property:

• Appearance/Colour: White Solid
• Vapor Pressure: 1.19E-15mmHg at 25°C
• Melting Point: 234oC
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 627.3 °C at 760 mmHg
• PKA: pKa 9.1(30% EtOH) (Uncertain)
• Flash Point: 333.2 °C
• PSA: 135.12000
• Density: 1.572 g/cm³
• LogP: 4.55820
• Storage Temp.: 2-8°C
• Solubility.: Soluble in DMSO (up to 35 mg/ml) or in Ethanol (up to 9 mg/ml)
• XLogP3: 2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 389.0270760
• Heavy Atom Count: 24
• Complexity: 758

Purity/Quality:

98%,99%, ^*data from raw suppliers

Cyclothiazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C2CC(C1C=C2)C3NC4=CC(=C(C=C4S(=O)(=O)N3)S(=O)(=O)N)Cl
• Description: Cyclothiazide (2259-96-3) is a positive allosteric modulator of AMPA receptors acting at a site distinct from that of 2,3-benzodiazepines.1,2 Clinically useful diuretic and antihypertensive agent.3 Induces robust epileptiform activity, inducing seizures but without neuronal death.4,5 Can be used to produce a new animal model for epilepsy.5
• Uses: Diuretic; antihypertensive. A subunit-specific inhibitor of GABAC receptors. Cyclothiazide has been used as a α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor (AMPAR) desensitization blocker to study the effects of γ2 on receptor desensitization. Diuretic; antihypertensive. A subunit-specific inhibitor of GABAC receptors
• Therapeutic Function: Diuretic, Antihypertensive

Technology Process of Cyclothiazide

There total 3 articles about Cyclothiazide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

chloraminophenamide (121-30-2) + 5-Norbornene-2-carboxaldehyde (5453-80-5,19926-90-0) → cyclothiazide (2259-96-3)

Guidance literature:

With hydrogenchloride; In ethanol; for 12h; Ambient temperature;

DOI:10.1021/jo01066a046

Reference yield:

→ cyclothiazide (2259-96-3)

Guidance literature:

Reference yield:

→ cyclothiazide (2259-96-3,134077-75-1,134077-76-2,134077-78-4,134077-79-5,134077-80-8,134077-81-9,134077-82-0)

Guidance literature:

/BRN= 83877/,/BRN= 970894/;

upstream raw materials:

chloraminophenamide

5-Norbornene-2-carboxaldehyde