CID 6436253

Base Information

• Chemical Name: CID 6436253
• CAS No.: 111974-72-2
• Molecular Formula: C46H54N6O8S2
• Molecular Weight: 883.102
• Hs Code.: 29349990
• European Community (EC) Number: 601-144-2,658-037-9
• NCI Thesaurus Code: C47700
• RXCUI: 221153
• Mol file: 111974-72-2.mol

Synonyms:2-(2-(4-dibenzo(b,f)(1,4)thiazepine-11-yl-1-piperazinyl)ethoxy)ethanol;Ethanol, 2-(2-(4-dibenzo(b,f)(1,4)thiazepin-11-yl-1-piperazinyl)ethoxy)-, (E)-2-butenedioate (2:1) (salt);ICI 204,636;ICI 204636;ICI-204636;ICI204636;quetiapine;quetiapine fumarate;Seroquel

Chemical Property of CID 6436253

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: 3.22E-13mmHg at 25°C
• Melting Point: 174-176 °C
• Boiling Point: 556.5 °C at 760 mmHg
• Flash Point: 290.4 °C
• PSA: 221.80000
• LogP: 4.04660
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO: >10mg/mL
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 10
• Exact Mass: 615.18866543
• Heavy Atom Count: 43
• Complexity: 615

Purity/Quality:

99%, ^*data from raw suppliers

Quetiapine hemifumarate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N,T,F
• Hazard Codes: Xn,N,T,F
• Statements: 22-50/53-52/53-39/23/24/25-23/24/25-11
• Safety Statements: 60-61-45-36/37-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1CCOCCO)C2=NC3=CC=CC=C3SC4=CC=CC=C42.C(=CC(=O)O)C(=O)O.C(=CC(=O)O)C(=O)O
• Isomeric SMILES: C1N(CCN(C1)C2=NC3=CC=CC=C3SC4=CC=CC=C24)CCOCCO.C(=C/C(=O)O)\C(=O)O.C(=C/C(=O)O)\C(=O)O
• Recent EU Clinical Trials: A Randomized, Double-blind, Active Comparator-Controlled Study to Evaluate the Long-term Safety and Tolerability of SEP-363856 in Subjects with Schizophrenia
• Uses: A non-classical antipsychotics. Used as an antipsychotic. Benzothiazepine with mixed serotonin and dopamine receptor antagonistic properties antihypertensive adrenergic receptor blocking agent with selective alpha1- and nonselective beta-adrenergic receptor blocking actions in a single substance. Quetiapine hemifumarate salt has been used as an antagonist for β-arrestin 2 mutant T205M recruitment.
• Description: Quetiapine hemifumarate (111974-72-2) is an atypical antipsychotic agent. Antagonist at serotonin (5-HT2) and dopamine (D2) receptors, IC50s=148 and 329 nM respectively.2 Reverses depressive-like behavior and reduces DNA methyltransferase activity induced by maternal deprivation in a rat model.3 Efficacious as a monotherapy in the treatment of posttraumatic stress disorder.4

Technology Process of CID 6436253

There total 14 articles about CID 6436253 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: 99.0%

(2E)-but-2-enedioic acid (110-17-8,26099-09-2) + Quetiapine (111974-69-7) → quetiapine fumarate (111974-72-2)

Guidance literature:

In ethyl acetate; toluene; at 20 ℃; for 1.08333h; Product distribution / selectivity; Heating / reflux;

Reference yield: 97.5%

→ quetiapine fumarate (111974-72-2)

Guidance literature:

In ethanol; at 0 ℃; for 0.666667h; Purification / work up; Heating / reflux;

Reference yield: 83.0%

1-[2-(2-hydroxyethoxy)ethyl]piperazine (13349-82-1) + dibenzo[b,f][1,4]thiazepin-11-ylamine hydrochloride (1176987-11-3) + (2E)-but-2-enedioic acid (110-17-8,26099-09-2) → quetiapine fumarate (111974-72-2)

Guidance literature:

1-[2-(2-hydroxyethoxy)ethyl]piperazine; dibenzo[b,f][1,4]thiazepin-11-ylamine hydrochloride; at 172 - 176 ℃; for 5h;

In water; at 20 - 65 ℃;

(2E)-but-2-enedioic acid; In isopropyl alcohol; at 4 - 20 ℃; Product distribution / selectivity;

upstream raw materials:

(2E)-but-2-enedioic acid

Quetiapine

11-piperazin-1-yldibenzo[b,f][1,4]thiazepine hydrochloride

2-(2-Chloroethoxy)ethanol

Downstream raw materials:

2-[2-(4-dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]-1-ethyl ethanol

Refernces

• 1、 -. "New method for preparing quetiapine". Paragraph 0030; 0032. . Retrieved 2018/04/21.
• 2、 Mahmoodi,Pourhossein Parizad,Hosseini. "Pyrophosphoryl Chloride: A Green, Reductive Chlorination Reagent Utilized in the One-Pot Synthesis of Quetiapine". . p. 1029 - 1034. Retrieved 2015/08/04.