CAS 111974-72-2|ZD 5077| ICI-204636|(2E)-but-2-enedioic acid; 2-[2-(4-{2-thia-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-10-yl}piperazin-1-yl)ethoxy]ethan-1-ol; 2-[2-(4-{2-...

General Information

Structure

Molecular Formula

C₄₆H₅₄N₆O₈S₂

Molecular Mass

883.08636

Exact Mass

882.34445472

Charge

InChI

InChI=1S/2C21H25N3O2S.C4H4O4/c2*25-14-16-26-15-13-23-9-11-24(12-10-23)21-17-5-1-3-7-19(17)27-20-8-4-2-6-18(20)22-21;5-3(6)1-2-4(7)8/h2*1-8,25H,9-16H2;1-2H,(H,5,6)(H,7,8)/b;;2-1+

InChIKey

ZTHJULTYCAQOIJ-WXXKFALUSA-N

Canonic Smiles

OC(=O)/C=C/C(=O)O.OCCOCCN1CCN(CC1)C1=Nc2ccccc2Sc2c1cccc2.OCCOCCN1CCN(CC1)C1=Nc2ccccc2Sc2c1cccc2

Isomeric Smiles

c1ccc2c(c1)N=C(c1c(S2)cccc1)N1CCN(CC1)CCOCCO.OC(=O)/C=C/C(=O)O.c12c(cccc1)N=C(c1c(S2)cccc1)N1CCN(CC1)CCOCCO

Calculated Properties

Provided by Enamine

CLogP

2.99

H Donor

Polar Surface Area

48.30

Rotatable Bonds

JChem

Polar Surface Area

48.30

H Donor

H Acceptors

Rotatable Bonds

Lipinski's Rule of Five

false

Log P

2.81

LogD (pH = 5.5)

1.24

LogD (pH = 7.4)

2.64

Acid pKa

15.12

Molar Refractivity

114.09

Polarizability

42.75

LOG S

-4.27

Data Source

Names and Identifiers

Synonyms

ZD 5077 ICI-204636Quetiapine fumarateZM 2046362-(2-(4-(dibenzo[b,f][1,4]thiazepin-11-yl)piperazin-1-yl)ethoxy)ethanol hemifumarateQuetiapine hemifumarate saltQuetiapine fumarate2-[2-(4-Dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]ethanol hemifumarateSeroquelKetipinorQuetiapine Fumarate

IUPAC name

(2E)-but-2-enedioic acid; 2-[2-(4-{2-thia-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-10-yl}piperazin-1-yl)ethoxy]ethan-1-ol; 2-[2-(4-{2-thia-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,9,12,14-heptaen-10-yl}piperazin-1-yl)ethoxy]ethan-1-ol (2E)-but-2-enedioic acid; bis(2-[2-(4-{2-thia-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-10-yl}piperazin-1-yl)ethoxy]ethan-1-ol) bis(2-[2-(4-{2-thia-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,9,11,13-heptaen-10-yl}piperazin-1-yl)ethoxy]ethan-1-ol); but-2-enedioic acid (2E)-but-2-enedioic acid; bis(2-[2-(4-{2-thia-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,9,11,13-heptaen-10-yl}piperazin-1-yl)ethoxy]ethan-1-ol)

IUPAC Traditional name

2-[2-(4-{2-thia-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,9,12,14-heptaen-10-yl}piperazin-1-yl)ethoxy]ethanol; fumaric acid; quetiapine fumaric acid; bis(quetiapine) butenedioic acid; bis(quetiapine) (2E)-but-2-enedioic acid; bis(2-[2-(4-{2-thia-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-10-yl}piperazin-1-yl)ethoxy]ethan-1-ol) bis(2-[2-(4-{2-thia-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,9,11,13-heptaen-10-yl}piperazin-1-yl)ethoxy]ethanol); fumaric acid

API Name

Quetiapine hemifumarate

Names and Identifiers

Registration numbers

CAS Number

MDL Number

PubChem SID

PubChem CID

DrugBank ID

Registration numbers

Properties

Product Information

Salt Data

Fumarate

0.5 Fumarate

Purity

≥98% (HPLC)

Empirical Formula (Hill Notation)

C21H25N3O2S · 0.5C4H4O4

Application(s)

Antipsychotic and neuroleptic agent

Physical Property

Solubility

DMSO: >10 mg/mL

Apperance

white to off-white powder

Pharmacology Properties

Mechanism of Action

Antagonist of dopamine and serotonin receptors

Specifically the D1 and D2 dopamine, the alpha 1 adrenoreceptor and alpha 2 adrenoreceptor, and 5-HT1A and 5-HT2 serotonin receptor

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S1763

Research Area: Neurological Disease
Biological Activity:
Quetiapine fumarate(Seroquel) is an atypical antipsychotic used in the treatment of schizophrenia, bipolar I mania, bipolar II depression, bipolar I depression, and used off-label for a variety of other purposes, including insomnia and anxiety disorders.This means Quetiapine is dopamine, serotonin and adrenergic antagonist, anticholinergic substance and antihistamine. [1]

Sigma Aldrich

Q3638

Biochem/physiol Actions
Quetiapine hemifumarate is an atypical antipsychotic, a combined serotonin (5HT2) and dopamine (D2) receptor antagonist.

Molecule Details

References

PubChem Literature

From Data Sources

• http://en.wikipedia.org/wiki/Quetiapine

• Eur. Pat., 1987, ICI Americas, 240 228; CA, 108, 37876q, (synth, pharmacol)

• Campbell, A. et al., Psychopharmacology (Berlin), 1991, 103, 323, (pharmacol)

• Goldstein, J.M., Drugs of Today (Barcelona), 1999, 35, 193-210

• Pullen, R.H. et al., J. Chromatogr., 1992, 573, 49, (hplc, gc-ms)

• Saller, C.F. et al., Psychopharmacology (Berlin), 1993, 112, 285; 293; 299, (pharmacol)

• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 690

• Warawa, E.J. et al., J. Med. Chem., 2001, 44, 372-389, (synth, pharmacol)

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC name

IUPAC Traditional name

API Name

Quetiapine hemifumarate

Registration numbers

CAS Number

MDL Number

PubChem SID

PubChem CID

DrugBank ID

Molecule Details

S1763

Q3638

Biochem/physiol Actions
Quetiapine hemifumarate is an atypical antipsychotic, a combined serotonin (5HT2) and dopamine (D2) receptor antagonist.

References

PubChem Literature

From Data Sources

• http://en.wikipedia.org/wiki/Quetiapine

• Eur. Pat., 1987, ICI Americas, 240 228; CA, 108, 37876q, (synth, pharmacol)

• Campbell, A. et al., Psychopharmacology (Berlin), 1991, 103, 323, (pharmacol)

• Goldstein, J.M., Drugs of Today (Barcelona), 1999, 35, 193-210

• Pullen, R.H. et al., J. Chromatogr., 1992, 573, 49, (hplc, gc-ms)

• Saller, C.F. et al., Psychopharmacology (Berlin), 1993, 112, 285; 293; 299, (pharmacol)

• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 690

• Warawa, E.J. et al., J. Med. Chem., 2001, 44, 372-389, (synth, pharmacol)

Bioactivity

PubChem BioAssay

Properties

Product Information

Salt Data

Fumarate

0.5 Fumarate

Purity

≥98% (HPLC)

Empirical Formula (Hill Notation)

C21H25N3O2S · 0.5C4H4O4

Application(s)

Antipsychotic and neuroleptic agent

Physical Property

Solubility

DMSO: >10 mg/mL

Apperance

white to off-white powder

Pharmacology Properties

Mechanism of Action

Antagonist of dopamine and serotonin receptors

Specifically the D1 and D2 dopamine, the alpha 1 adrenoreceptor and alpha 2 adrenoreceptor, and 5-HT1A and 5-HT2 serotonin receptor

Molecule

ID:72798