DHA-clozapine

DHA-clozapine

Clinical data
Trade names	Clozaprexin
ATC code	none
Legal status
Legal status	Investigational New Medicine
Identifiers
IUPAC name (4Z,7Z,10Z,13Z,16Z,19Z)-1-[3-chloro-6-(4-methylpiperazin-1-yl)benzo[b][1,4]benzodiazepin-11-yl]docosa-4,7,10,13,16,19-hexaen-1-one
Synonyms	Docosahexaenoyl clozapine
CAS Number	225916-82-5 N
PubChem (CID)	9852332
ChemSpider	8028044 N
Chemical and physical data
Formula	C40H49ClN4O
Molar mass	637.30 g/mol
3D model (Jmol)	Interactive image
SMILES Clc1ccc2N(C(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)c4ccccc4C(=N/c2c1)\N3CCN(C)CC3
InChI InChI=1S/C40H49ClN4O/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-26-39(46)45-37-25-23-22-24-35(37)40(44-31-29-43(2)30-32-44)42-36-33-34(41)27-28-38(36)45/h4-5,7-8,10-11,13-14,16-17,19-20,22-25,27-28,33H,3,6,9,12,15,18,21,26,29-32H2,1-2H3/b5-4-,8-7-,11-10-,14-13-,17-16-,20-19- N Key:RPSJOJIGGSRDMO-JDPCYWKWSA-N N
NY (what is this?)  (verify)

DHA-clozapine (tentative trade name Clozaprexin) is an atypical antipsychotic that has been developed by Protarga.^[1] The drug has been created by the association of the fatty acid docosahexaenoic acid (DHA) with clozapine. The advantages of this drug are that until the DHA and clozapine are separated, the drug is inactive; once it penetrates the blood–brain barrier, the DHA and clozapine are freed from each other slowly by enzymatic activity and therefore more clozapine is liberated where it is needed, rendering the drug much more potent, actively longer in duration, and therefore requiring a much lower dosage, which results in fewer side effects.^[2] Development of the drug has been discontinued as of 2007.

Motives for creation

In controlled studies, clozapine was more effective than competing atypical antipsychotics. Clozapine also lowers patients' risk of suicide. Both of these qualities distinguish it from almost all other atypicals. But clozapine also causes significant amounts of low blood pressure, body weight increases, type II diabetes, and agranulocytosis. It was believed that, insofar as the above side effects are caused by the presence of active clozapine outside the brain, molecular attachment to DHA might reduce their frequency by passivating the form in which the drug exists prior to crossing the blood–brain barrier.^[2]

References