IOLOPRIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H21IN2O3
Molecular Weight	404.2433
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCN1CCC[C@H]1CNC(=O)C2=C(OC)C=CC(I)=C2O

InChI

InChIKey=CANPFCFJURGKAX-JTQLQIEISA-N

InChI=1S/C15H21IN2O3/c1-3-18-8-4-5-10(18)9-17-15(20)13-12(21-2)7-6-11(16)14(13)19/h6-7,10,19H,3-5,8-9H2,1-2H3,(H,17,20)/t10-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C15H21IN2O3
Molecular Weight	404.2433
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Preliminary studies of differential impairments of the dopaminergic system in subtypes of progressive supranuclear palsy.	2010-11	20717064
Delusional infestation: neural correlates and antipsychotic therapy investigated by multimodal neuroimaging.	2010-10-01	20600460
Increased dopaminergic neurotransmission in therapy-naïve asymptomatic HIV patients is not associated with adaptive changes at the dopaminergic synapses.	2010-06	20454983
Impact of scatter correction on D2 receptor occupancy measurements using 123I-IBZM SPECT: comparison to 11C-Raclopride PET.	2010-05-01	20083205
IBZM SPECT and FDG PET in the differential diagnosis of Parkinsonian syndromes: comparison with respect to inter-rater agreement.	2010	20502846
Neurotransmission SPECT and MR registration combining mutual and gradient information.	2009-11	19994499
Simultaneous 99mTc and 123I dual-isotope brain striatal phantom single photon emission computed tomography: validation of 99mTc-TRODAT-1 and 123I-IBZM simultaneous dopamine system brain imaging.	2009-11	19858039
Increase of striatal dopamine transmission in first episode drug-naive schizophrenic patients as demonstrated by [(123)I]IBZM SPECT.	2009-09-30	19683898
Varenicline increases striatal dopamine D(2/3) receptor binding in rats.	2009-09	19650815
Targeting murine heart and brain: visualisation conditions for multi-pinhole SPECT with (99m)Tc- and (123)I-labelled probes.	2009-09	19421750
Baseline and amphetamine-stimulated dopamine activity are related in drug-naïve schizophrenic subjects.	2009-06-15	19167701
(99m)Tc-TRODAT-1 and (123)I-IBZM SPECT studies in a patient with extrapontine myelinolysis with parkinsonian features.	2009-06	19381760
Within-subject comparison of striatal D2 receptor occupancy measurements using [123I]IBZM SPECT and [11C]Raclopride PET.	2009-06	19233294
Involvement of nigrostriatal pathway in Japanese encephalitis with movement disorders: evidence from 99mTc-TRODAT-1 and 123I-IBZM SPECT imagings.	2008-12-10	19548034
Striatal D2/D3 receptor occupancy, clinical response and side effects with amisulpride: an iodine-123-iodobenzamide SPET study.	2008-09	18763218
Comparison of intravenous and intraperitoneal [123I]IBZM injection for dopamine D2 receptor imaging in mice.	2008-07	18589298
Effects of subthalamic nucleus stimulation on striatal dopaminergic transmission in patients with Parkinson's disease within one-year follow-up.	2008-07	18446306
AMPT-induced monoamine depletion in humans: evaluation of two alternative [123I]IBZM SPECT procedures.	2008-07	18283451
Cerebral kinetics of the dopamine D(2) receptor ligand [(123)I]IBZM in mice.	2008-05	18482684
Greater availability of dopamine transporters in patients with major depression--a dual-isotope SPECT study.	2008-04-15	18295460
Dual-isotope SPECT imaging of striatal dopamine: first episode, drug naïve schizophrenic patients.	2008-04	18083348
Challenge by the murine brain: multi-pinhole SPECT of 123I-labelled pharmaceuticals.	2008-03-15	18061274
[99mTc]TRODAT-1/[123I]IBZM SPECT studies of the dopaminergic system in Tourette syndrome.	2008-02-28	18248965
Decreased dopamine transporter availability in male smokers -- a dual isotope SPECT study.	2008-01-01	17900774
Acute intravenous injection toxicity study of IBZM and BZM in rats.	2008	18850361
Acute prefrontal rTMS increases striatal dopamine to a similar degree as D-amphetamine.	2007-12-15	17993266
Diagnostic imaging of dopamine receptors in pituitary adenomas.	2007-04	17413189
Diagnostic value of asymmetric striatal D2 receptor upregulation in Parkinson's disease: an [123I]IBZM and [123I]FP-CIT SPECT study.	2007-04	17053905
Dopamine transporters, D2 receptors, and glucose metabolism in corticobasal degeneration.	2006-10	16773621
Correlation between striatal dopamine D2/D3 receptor binding and cardiovascular activity in healthy subjects.	2006-09	16942941
Possible impact of dopamine SPECT on decision-making for drug treatment in Parkinsonian syndrome.	2006-09	16463120
Dopaminergic function in a family with the PARK6 form of autosomal recessive Parkinson's syndrome.	2005-10	15785866
Subjective experiences during dopamine depletion.	2005-09	16135643
[SPECT with 123I-IBZM: utility in differential diagnosis of degenerative Parkinsonisms and establishment of quantification method].	2005-08-27	16122407
Combined 123I-FP-CIT and 123I-IBZM SPECT for the diagnosis of parkinsonian syndromes: study on 72 patients.	2005-05	15375677
Evaluation of [123I]IBZM pinhole SPECT for the detection of striatal dopamine D2 receptor availability in rats.	2005-02-01	15652317
Striatal dopaminergic D2 receptor occupancy and clinical efficacy in psychosis exacerbation: a 123I-IBZM study with ziprasidone and haloperidol.	2005-01	15610950
Abnormalities of dopaminergic neurotransmission in SCA2: a combined 123I-betaCIT and 123I-IBZM SPECT study.	2004-11	15390003
Thiethylperazine-induced parkinsonism: in vivo demonstration of dopamine D2 receptors blockade.	2004-10	15469457
L-Dopa-responsive Parkinson's syndrome in association with phenylketonuria: In vivo dopamine transporter and D2 receptor findings.	2004-10	15390012
Occupancy of dopamine D2 receptors by the atypical antipsychotic drugs risperidone and olanzapine: theoretical implications.	2004-10	15083259
Parkinson's disease-like presentation of multiple system atrophy with poor response to STN stimulation: a clinicopathological case report.	2004-08	15300669
Associated alterations of striatal dopamine D2/D3 receptor and transporter binding in drug-naive patients with schizophrenia: a dual-isotope SPECT study.	2004-08	15285982
Striatal amphetamine-induced dopamine release in patients with schizotypal personality disorder studied with single photon emission computed tomography and [123I]iodobenzamide.	2004-05-15	15121484
Cerebrospinal fluid analysis differentiates multiple system atrophy from Parkinson's disease.	2004-05	15133823
Comparison between olanzapine and haloperidol on procedural learning and the relationship with striatal D2 receptor occupancy in schizophrenia.	2004	14990759
Clinical and [99mTc]TRODAT-1/[123I]IBZM SPECT imaging findings in dopa-responsive dystonia.	2004	14631126
Dopamine mediation of positive reinforcing effects of amphetamine in stimulant naïve healthy volunteers: results from a large cohort.	2003-12	14636962
Increased muscle activity during rapid eye movement sleep correlates with decrease of striatal presynaptic dopamine transporters. IPT and IBZM SPECT imaging in subclinical and clinically manifest idiopathic REM sleep behavior disorder, Parkinson's disease, and controls.	2003-08-01	12938802
Alteration of the striatal dopaminergic system in human narcolepsy.	2003-06-10	12796537

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:26:11 GMT 2025` Edited by `admin` on `Mon Mar 31 22:26:11 GMT 2025`
Record UNII	9J5D4ZN1JK
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

(S)-(-)-IBZM

Preferred Name

English

IOLOPRIDE

Common Name

English

N-(((2S)-1-ETHYLPYRROLIDIN-2-YL)METHYL)-2-HYDROXY-3-IODO-6-METHOXYBENZAMIDE

Systematic Name

English

BENZAMIDE, N-(((2S)-1-ETHYL-2-PYRROLIDINYL)METHYL)-2-HYDROXY-3-IODO-6-METHOXY-

Systematic Name

English

(S)-N-(1-ETHYL-2-PYRROLIDINYL)METHYL-2-HYDROXY-3-IODO-6-METHOXYBENZAMIDE

Systematic Name

English

(S)-N-((1-ETHYLPYRROLIDIN-2-YL)METHYL)-2-HYDROXY-3-IODO-6-METHOXYBENZAMIDE

Systematic Name

English

N-(((2S)-1-ETHYL-2-PYRROLIDINYL)METHYL)-2-HYDROXY-3-IODO-6-METHOXYBENZAMIDE

Systematic Name

English

BENZAMIDE, N-((1-ETHYL-2-PYRROLIDINYL)METHYL)-2-HYDROXY-3-IODO-6-METHOXY-, (S)-

Systematic Name

English

(S)-(-)-3-IODO-2-HYDROXY-6-METHOXY-N-((1-ETHYL-2-PYRROLIDINYL)METHYL)BENZAMIDE

Systematic Name

English

Code System Code Type Description

CAS

84226-06-2