Details
| Stereochemistry | MIXED |
| Molecular Formula | C21H33NO3 |
| Molecular Weight | 347.4916 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 0 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC1(O)CC2N(CCC3=CC(OC)=C(OC)C=C23)CC1CC(C)C
InChI
InChIKey=TUNMGCULOKMBNJ-UHFFFAOYSA-N
InChI=1S/C21H33NO3/c1-6-21(23)12-18-17-11-20(25-5)19(24-4)10-15(17)7-8-22(18)13-16(21)9-14(2)3/h10-11,14,16,18,23H,6-9,12-13H2,1-5H3
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/9988119Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/9988119 |
https://www.ncbi.nlm.nih.gov/pubmed/10773000
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9988119
Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/9988119 |
https://www.ncbi.nlm.nih.gov/pubmed/10773000
Ro 4-1284 is a VMAT2 inhibitor. Compond exhibits reserpine-like effect and is used as a tool compound in preclinical studies, its chronic administration lead to such symptoms as deterioration of learning, decrease in locomotion in rearing, intense hypothermia
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL1893 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16905316 |
28.0 nM [Ki] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
PubMed
| Title | Date | PubMed |
|---|---|---|
| Vesicular monoamine transporter 2 and the acute and long-term response to 3,4-(±)-methylenedioxymethamphetamine. | 2015-01 |
|
| Neuropeptide Y differentiates between exocytotic and nonexocytotic noradrenaline release in guinea-pig heart. | 1989-11 |
|
| Pharmacological profile of moclobemide, a short-acting and reversible inhibitor of monoamine oxidase type A. | 1989-01 |
|
| [Electrophysiological study of tianeptine, a new enhancer of serotonin uptake with antidepressant activity]. | 1988-08 |
|
| Mechanisms of effects of d-fenfluramine on brain serotonin metabolism in rats: uptake inhibition versus release. | 1988-07 |
|
| Inhibition of basement membrane biosynthesis prevents angiogenesis. | 1988-02 |
|
| Brain norepinephrine and convulsions in the genetically epilepsy-prone rat: sex-dependent responses to Ro 4-1284 treatment. | 1988 |
|
| Rate of basement membrane biosynthesis as an index to angiogenesis. | 1988 |
|
| The mechanism of the 3H-noradrenaline releasing effect of various substrates of uptake1: role of monoamine oxidase and of vesicularly stored 3H-noradrenaline. | 1987-12 |
|
| Sleep abnormalities with REM disorder in experimental Creutzfeldt-Jakob disease in cats: a new pathological feature. | 1987-05-19 |
|
| Differences between the neuronal handling of 3H-7- and 3H-7,8-(-)noradrenaline: implications for the release of the labelled neurotransmitter by nerve stimulation. | 1987-02 |
|
| Errors introduced by a tritium label in position 8 of catecholamines. | 1986-01 |
|
| Selective noradrenaline depletion markedly alters stress responses in rats. | 1985-08-05 |
|
| Effects of amfonelic acid, alpha-methyltyrosine, Ro 4-1284 and haloperidol pretreatment on the depletion of striatal dopamine by 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine in mice. | 1985-04 |
|
| Inhibition of types A and B monoamine oxidase by 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine. | 1985-03 |
|
| Alpha 2-adrenoceptor antagonism and other pharmacological antagonist properties of some substituted benzoquinolizines and yohimbine in vitro. | 1984-10 |
|
| The outward transport of axoplasmic noradrenaline induced by a rise of the sodium concentration in the adrenergic nerve endings of the rat vas deferens. | 1984-09 |
|
| Studies of the alpha 2-adrenoceptor affinity and the alpha 2- to alpha 1-adrenoceptor selectivity of some substituted benzoquinolizines using receptor-binding techniques. | 1984-05-01 |
|
| An investigation into the selectivity of a novel series of benzoquinolizines for alpha 2-adrenoceptors in vivo. | 1984-05 |
|
| Comparison of the effects of beta-phenylethylamine and d-amphetamine on rat isolated atria. | 1983-10 |
|
| Synthesis and antihypertensive activity of a series of spiro[1,3,4,6,7,11b-hexahydro-2H-benzo[a]quinolizine-2,5'-oxazolidin-2'-one]s. | 1983-10 |
|
| [Structure and synthesis of benzoquinolizidine alkaloids isolated from Alangium lamarckii]. | 1983-03 |
|
| Drug-induced release of biogenic amines from synaptosomes and blood platelets of guinea-pigs. | 1982-09 |
|
| An improved pharmacological procedure for depletion of noradrenaline: pharmacology and assessment of noradrenaline-associated behaviors. | 1982-02-05 |
|
| The role of norepinephrine in feeding behavior. | 1982 |
|
| Effect of Ro 4-1284 on audiogenic seizure susceptibility and intensity in epilepsy-prone rats. | 1981-05-04 |
|
| Liberation of catecholamines and 5-hydroxytryptamine from human blood-platelets. | 1981-02 |
|
| Liberation of catecholamines from blood platelets. | 1981-02 |
|
| Depletion of epinephrine in rat hypothalamus by Ro 4-1284: influence of pargyline and harmaline. | 1980-09-01 |
|
| The effect of pargyline pretreatment on the enhancement of the exocytotic release of norepinephrine during nerve stimulation which is induced by a benzoquinolizine compound with reserpine-like properties. | 1980-06 |
|
| In vivo monoamine oxidase inhibition by d-amphetamine. | 1980-05-15 |
|
| Synergism of the toxicity of physostigmine and neostigmine by lithium or by a reserpine-like agent (Ro4-1284). | 1980 |
|
| A comparison of cochlear microphonics and N1 in audiogenic-seizure-susceptible and control rats. | 1980 |
|
| Forced swimming in rats: hypothermia, immobility and the effects of imipramine. | 1979-08-15 |
|
| Uptake of 5-hydroxytryptamine in blood platelets and its inhibition by drugs: role of plasma membrane and granular storage. | 1979-05 |
|
| Metabolism and efflux of [3H]dopamine in rat neostriatum: presynaptic origin of 3,4-[3H]dihydroxyphenylacetic acid. | 1979-05 |
|
| Synthesis of potential antineoplastic agents XXVI: 1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzo[a]2-quinolizinone derivatives. | 1978-06 |
|
| Enhancement of 5-hydroxytryptamine synthesis in brain by monamine-depleting drugs. | 1978-02 |
|
| Effects of L-dopa, GPA 1734 and other agents on basement membrane biosynthesis. | 1978-02 |
|
| Choline acetyltransferase and acetylcholinesterase activities in mice brain during the antagonistic action of antidepressant drugs and Ro 4--1284. | 1978-01-01 |
|
| Effects of Ro 4-1284 on electrically-induced spinal cord seizures and on spinal cord norepinephrine and 5-hydroxytryptamine levels. | 1977-12 |
|
| A benzo[a]quinolizine derivative with a neuroleptic-like action on cerebral monoamine turnover. | 1977-12 |
|
| Mechanisms underlying modifications in the severity of audiogenic convulsions. | 1977-06-15 |
|
| Possible physiological significance of the initial step in the catabolism of noradrenaline in the central nervous system of the rat. | 1977-03 |
|
| Effect of neuroleptics and other drugs on monoamine uptake by membranes of adrenal chromaffin granules. | 1977-03 |
|
| Dopamine content and synthesis in retina and n. accumbens septi: pharmacological and light-induced modifications. | 1977 |
|
| Interaction of psychotropic agents with central neurotransmitters as revealed by their effects on PGO waves in the cat. | 1976 |
|
| Release of norepinephrine and dopamine-beta-hydroxylase by nerve stimulation. V. Enhanced release associated with a granular effect of a benzoquinolizine derivative with reserpine-like properties. | 1975-06 |
|
| A critical study on RO-4-1284 antagonism in mice. | 1975-05 |
|
| Monoamine-depleting drugs. | 1975 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10773000
In neurotoxicity experiments Ro4-1284 was administered to rats at doses 10 mg/kg i.p.
Route of Administration:
Intraperitoneal
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16905316
Inhibition of [3H]DTBZ binding (probing VMAT2) on rat synaptic vesicle membranes was measured. Ro 4-1284 inhibits binding of [3H]DTBZ with Ki of 28 nM.
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9345
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303-75-3
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DTXSID90952665
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H2S3M5M720
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SUBSTANCE RECORD