This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Lomerizine
Accession Number
DB14065
Type
Small Molecule
Groups
Experimental
Description

Used to treat migraines.

Structure
Thumb
Synonyms
  • Lomerazine
Product Ingredients
IngredientUNIICASInChI Key
Lomerizine dihydrochloride3W473D5LIY101477-54-7LOGVKVSFYBBUAJ-UHFFFAOYSA-N
Categories
UNII
DEE37CY4VO
CAS number
101477-55-8
Weight
Average: 468.545
Monoisotopic: 468.22244916
Chemical Formula
C27H30F2N2O3
InChI Key
JQSAYKKFZOSZGJ-UHFFFAOYSA-N
InChI
InChI=1S/C27H30F2N2O3/c1-32-24-13-8-21(26(33-2)27(24)34-3)18-30-14-16-31(17-15-30)25(19-4-9-22(28)10-5-19)20-6-11-23(29)12-7-20/h4-13,25H,14-18H2,1-3H3
IUPAC Name
1-[bis(4-fluorophenyl)methyl]-4-[(2,3,4-trimethoxyphenyl)methyl]piperazine
SMILES
COC1=CC=C(CN2CCN(CC2)C(C2=CC=C(F)C=C2)C2=CC=C(F)C=C2)C(OC)=C1OC

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
AMultidrug resistance protein 1
inhibitor
Human
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
(R)-warfarinThe metabolism of Lomerizine can be decreased when combined with (R)-warfarin.
(S)-WarfarinThe metabolism of Lomerizine can be decreased when combined with (S)-Warfarin.
2,4-thiazolidinedioneThe risk or severity of hypoglycemia can be increased when Lomerizine is combined with 2,4-thiazolidinedione.
3,5-diiodothyropropionic acidThe metabolism of Lomerizine can be decreased when combined with 3,5-diiodothyropropionic acid.
4-hydroxycoumarinThe metabolism of 4-hydroxycoumarin can be decreased when combined with Lomerizine.
5-androstenedioneThe metabolism of Lomerizine can be decreased when combined with 5-androstenedione.
6-Deoxyerythronolide BThe metabolism of Lomerizine can be decreased when combined with 6-Deoxyerythronolide B.
6-O-benzylguanineThe metabolism of Lomerizine can be decreased when combined with 6-O-benzylguanine.
AbafunginThe therapeutic efficacy of Abafungin can be increased when used in combination with Lomerizine.
AbemaciclibThe serum concentration of Abemaciclib can be increased when it is combined with Lomerizine.
Food Interactions
Not Available

References

General References
Not Available
External Links
ChemSpider
3812
BindingDB
50095765
ChEBI
94682
ChEMBL
CHEMBL29188
Wikipedia
Lomerizine

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00673 mg/mLALOGPS
logP4.47ALOGPS
logP5.08ChemAxon
logS-4.8ALOGPS
pKa (Strongest Basic)6.73ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.17 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity129.37 m3·mol-1ChemAxon
Polarizability49.19 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Taxonomy

Classification
Not classified

Targets

Kind
Protein
Organism
Human
Pharmacological action
Yes
Actions
Inhibitor
General Function
Xenobiotic-transporting atpase activity
Specific Function
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells.
Gene Name
ABCB1
Uniprot ID
P08183
Uniprot Name
Multidrug resistance protein 1
Molecular Weight
141477.255 Da
References
  1. Ji BS, He L, Li XQ, Liu GQ: CJZ3, a lomerizine derivative, modulates P-glycoprotein function in rat brain microvessel endothelial cells. Acta Pharmacol Sin. 2006 Apr;27(4):414-8. doi: 10.1111/j.1745-7254.2006.00294.x. [PubMed:16539840]
  2. Shiraki N, Hamada A, Ohmura T, Tokunaga J, Oyama N, Nakano M: Increase in doxorubicin cytotoxicity by inhibition of P-glycoprotein activity with lomerizine. Biol Pharm Bull. 2001 May;24(5):555-7. [PubMed:11379779]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
No
Actions
Substrate
General Function
Vitamin d3 25-hydroxylase activity
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation react...
Gene Name
CYP3A4
Uniprot ID
P08684
Uniprot Name
Cytochrome P450 3A4
Molecular Weight
57342.67 Da
References
  1. Uesawa Y, Takeuchi T, Mohri K: Integrated analysis on the physicochemical properties of dihydropyridine calcium channel blockers in grapefruit juice interactions. Curr Pharm Biotechnol. 2012 Jul;13(9):1705-17. [PubMed:22039822]

Drug created on June 14, 2018 14:01 / Updated on November 02, 2018 09:15