Details
Stereochemistry | ACHIRAL |
Molecular Formula | C8H10IN3 |
Molecular Weight | 275.0896 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NC(=N)NCC1=CC=CC(I)=C1
InChI
InChIKey=PDWUPXJEEYOOTR-UHFFFAOYSA-N
InChI=1S/C8H10IN3/c9-7-3-1-2-6(4-7)5-12-8(10)11/h1-4H,5H2,(H4,10,11,12)
Molecular Formula | C8H10IN3 |
Molecular Weight | 275.0896 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: http://www.drugbank.ca/drugs/DB06704Curator's Comment: description was created based on several sources, including:
http://jnm.snmjournals.org/content/early/2014/03/12/jnumed.113.124057.full.pdf
https://en.wikipedia.org/wiki/Iobenguane
Sources: http://www.drugbank.ca/drugs/DB06704
Curator's Comment: description was created based on several sources, including:
http://jnm.snmjournals.org/content/early/2014/03/12/jnumed.113.124057.full.pdf
https://en.wikipedia.org/wiki/Iobenguane
Iobenguane, mainly use as a radiopharmaceutical, used in a scintigraphy method called MIBG scan. Synthetic guanethidine derivative that locates phaeochromocytomas and neuroblastomas. The radioisotope used can either be iodine-123 for imaging or iodine-131 for destruction of tissues that metabolize noradrenaline. Iodine 123 is a cyclotron-produced radionuclide that decays to Te 123 by electron capture. Images are produced by a I123 MIBG scintigraphy. It localizes to adrenergic tissue and thus can be used to identify the location of tumors such as pheochromocytomas and neuroblastomas. With I-131 it can also be used to eradicate tumor cells that take up and metabolize norepinephrine. The radioactive iodine component is responsible for its imaging properties. Iobenguane and guanethidine are substrates for the norepinephrine transporter (NET) and accumulate by the uptake mechanism into presynaptic nerve endings. Unlike norepinephrine, these drugs are protonated under physiologic conditions; therefore, they do not cross the blood–brain barrier and in vivo uptake is limited primarily to systemic neuronal tissue. The accumulation of iobenguane in myocardial tissue is also dictated by the high fraction of aortic blood flow that enters the coronary arteries. This physiology constitutes an ideal molecular targeting mechanism for diagnosis of various cardiac diseases, including heart failure, heart transplant rejection, ischemic heart disease, dysautonomia, and drug-induced cardiotoxicity, as well as cardiac neuropathy related to diabetes mellitus and Parkinson disease
CNS Activity
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Management of malignant phaeochromocytoma: a retrospective review of the use of MIBG and chemotherapy in the West Midlands. | 2001 |
|
The role of nuclear medicine in the evaluation of pancreatic disease. | 2001 Apr |
|
Patient dosimetry after 131I-MIBG therapy for neuroblastoma and carcinoid tumours. | 2001 Apr |
|
Extensive myocardial stunning showing transient regression of prolonged T wave inversion and prolonged sympathetic denervation. | 2001 Apr |
|
Evaluation of beta-blocker therapy in patients with dilated cardiomyopathy--Clinical meaning of iodine 123-metaiodobenzylguanidine myocardial single-photon emission computed tomography. | 2001 Apr |
|
Discordant iodine-123 metaiodobenzylguanidine uptake area reflects recovery time dispersion in acute myocardial infarction. | 2001 Aug |
|
Does a "false negative" MIBG scan predict a better outcome in neuroblastoma patients? | 2001 Aug |
|
Diffuse bone marrow infiltration of a neuroblastoma mimicking the findings of a bone marrow scan on I-123 MIBG scintigraphy. | 2001 Dec |
|
Effects of asynchronous ventricular activation on myocardial adrenergic innervation in patients with permanent dual-chamber pacemakers; an I(123)-metaiodobenzylguanidine cardiac scintigraphic study. | 2001 Feb |
|
OPEC/OJEC for stage 4 neuroblastoma in children over 1 year of age. | 2001 Jan |
|
Effect of essential hypertension on cardiac autonomic function in type 2 diabetic patients. | 2001 Jul |
|
Comparison of cardiac sympathetic nervous function with left ventricular function and perfusion in cardiomyopathies by (123)I-MIBG SPECT and (99m)Tc-tetrofosmin electrocardiographically gated SPECT. | 2001 Jul |
|
The diagnostic role of radionuclide imaging in evaluation of patients with nonhypersecreting adrenal masses. | 2001 Jun |
|
Impaired cardiac adrenergic innervation assessed by MIBG imaging as a predictor of treatment response in childhood dilated cardiomyopathy. | 2001 Jun |
|
Inhibition of mono-ADP-ribosyltransferase activity during the execution phase of apoptosis prevents apoptotic body formation. | 2001 Mar 1 |
|
A gene therapy/targeted radiotherapy strategy for radiation cell kill by. | 2001 Mar-Apr |
|
Serious arrhythmias in patients with apical hypertrophic cardiomyopathy. | 2001 May |
|
Comparative left ventricular functional and neurohumoral effects of chronic treatment with carvedilol versus metoprolol in patients with dilated cardiomyopathy. | 2001 Nov |
|
Getting to the heart of dementia. | 2001 Nov |
|
Total and partial cardiac sympathetic denervation after surgical repair of ascending aortic aneurysm. | 2001 Sep |
|
Olfactory neuroblastoma visualized by Technetium-99m-ECD SPECT. | 2001 Sep-Oct |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:02:12 GMT 2023
by
admin
on
Fri Dec 15 16:02:12 GMT 2023
|
Record UNII |
35MRW7B4AD
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NCI_THESAURUS |
C28500
Created by
admin on Fri Dec 15 16:02:12 GMT 2023 , Edited by admin on Fri Dec 15 16:02:12 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
100000124418
Created by
admin on Fri Dec 15 16:02:12 GMT 2023 , Edited by admin on Fri Dec 15 16:02:12 GMT 2023
|
PRIMARY | |||
|
m6321
Created by
admin on Fri Dec 15 16:02:12 GMT 2023 , Edited by admin on Fri Dec 15 16:02:12 GMT 2023
|
PRIMARY | Merck Index | ||
|
60860
Created by
admin on Fri Dec 15 16:02:12 GMT 2023 , Edited by admin on Fri Dec 15 16:02:12 GMT 2023
|
PRIMARY | |||
|
35MRW7B4AD
Created by
admin on Fri Dec 15 16:02:12 GMT 2023 , Edited by admin on Fri Dec 15 16:02:12 GMT 2023
|
PRIMARY | |||
|
C87757
Created by
admin on Fri Dec 15 16:02:12 GMT 2023 , Edited by admin on Fri Dec 15 16:02:12 GMT 2023
|
PRIMARY | |||
|
DTXSID4048438
Created by
admin on Fri Dec 15 16:02:12 GMT 2023 , Edited by admin on Fri Dec 15 16:02:12 GMT 2023
|
PRIMARY | |||
|
IOBENGUANE
Created by
admin on Fri Dec 15 16:02:12 GMT 2023 , Edited by admin on Fri Dec 15 16:02:12 GMT 2023
|
PRIMARY | |||
|
SUB32630
Created by
admin on Fri Dec 15 16:02:12 GMT 2023 , Edited by admin on Fri Dec 15 16:02:12 GMT 2023
|
PRIMARY | |||
|
DB06704
Created by
admin on Fri Dec 15 16:02:12 GMT 2023 , Edited by admin on Fri Dec 15 16:02:12 GMT 2023
|
PRIMARY | |||
|
14448
Created by
admin on Fri Dec 15 16:02:12 GMT 2023 , Edited by admin on Fri Dec 15 16:02:12 GMT 2023
|
PRIMARY | RxNorm | ||
|
D019797
Created by
admin on Fri Dec 15 16:02:12 GMT 2023 , Edited by admin on Fri Dec 15 16:02:12 GMT 2023
|
PRIMARY | |||
|
80663-95-2
Created by
admin on Fri Dec 15 16:02:12 GMT 2023 , Edited by admin on Fri Dec 15 16:02:12 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |