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Details

Stereochemistry ACHIRAL
Molecular Formula C6H11NO
Molecular Weight 113.1576
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-METHOXYISOBUTYL ISONITRILE

SMILES

COC(C)(C)C[N+]#[C-]

InChI

InChIKey=LJJFNFYPZOHRHM-UHFFFAOYSA-N
InChI=1S/C6H11NO/c1-6(2,8-4)5-7-3/h5H2,1-2,4H3

HIDE SMILES / InChI

Molecular Formula C6H11NO
Molecular Weight 113.1576
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

2-Methoxyisobutyl isonitrile (MIBI) is a key starting material in the preparation of the complex technetium (99mTc) hexakis(2-methoxyisobutylisonitrile) (technetium (99mTc) Sestamibi). This radiopharmaceutical, which is commercially available in the form of a kit under the tradenames CARDIOLITE® and MIRALUMA®, is useful for detecting coronary artery disease as well as evaluating breast lesions by planar imaging. Discovered in 1981 by Alan Davison, it received FDA approval in 1990 and it has been sold commercially since February 1991.Technetium 99m sestamibi is a relatively new radiopharmaceutical with improved imaging characteristics for exercise myocardial perfusion studies compared with thallium 201. The drug is a coordination complex consisting of the radioisotope technetium-99m bound to six (sesta=6) methoxyisobutylisonitrile (MIBI) ligands. Following intravenous injection of the drug, Technetium Tc-99m sestamibi is taken up by the myocardium, parathyroid, and/or breast tissue. The mechanism by which sestamibi localizes to these tissues has not been established. Single photon emission computed tomography (SPECT) is then performed to detect the gamma ray emmitted by the decay of Technetium-99m to Technetium-99. Currently available within a preparation kit for injection, Technetium Tc 99m Sestamibi is indicated for: 1) detecting coronary artery disease by localizing myocardial ischemia (reversible defects) and infarction (non-reversible defects); and 2) evaluating myocardial function and developing information for use in patient management decisions.

Approval Year

PubMed

PubMed

TitleDatePubMed
Use of (99m)Tc 2-methoxyisobutyl isonitrile in minimally invasive radioguided surgery in patients with primary hyperparathyroidism: A narrative review of the current literature.
2013-06
Technetium-99m 2-methoxyisobutyl isonitrile-scintigraphy: preoperative and intraoperative guidance for primary hyperparathyroidism.
2004-12
Prediction of the chemosensitivity of lung cancer by 99mTc-hexakis-2-methoxyisobutyl isonitrile SPECT.
1999-11
Lung uptake of technetium 99m sestamibi: relation to clinical, exercise, hemodynamic, and left ventricular function variables.
1994-01-01
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:36:26 GMT 2025
Edited
by admin
on Mon Mar 31 21:36:26 GMT 2025
Record UNII
2K3X4G63S7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2-METHOXYISOBUTYL ISOCYANIDE
Preferred Name English
2-METHOXYISOBUTYL ISONITRILE
Common Name English
METHOXYISOBUTYLISONITRILE
Systematic Name English
1-ISOCYANO-2-METHOXY-2-METHYL-PROPANE
Systematic Name English
MIBI
Common Name English
Code System Code Type Description
CAS
109434-22-2
Created by admin on Mon Mar 31 21:36:26 GMT 2025 , Edited by admin on Mon Mar 31 21:36:26 GMT 2025
PRIMARY
EPA CompTox
DTXSID20148933
Created by admin on Mon Mar 31 21:36:26 GMT 2025 , Edited by admin on Mon Mar 31 21:36:26 GMT 2025
PRIMARY
PUBCHEM
130600
Created by admin on Mon Mar 31 21:36:26 GMT 2025 , Edited by admin on Mon Mar 31 21:36:26 GMT 2025
PRIMARY
SMS_ID
100000156610
Created by admin on Mon Mar 31 21:36:26 GMT 2025 , Edited by admin on Mon Mar 31 21:36:26 GMT 2025
PRIMARY
FDA UNII
2K3X4G63S7
Created by admin on Mon Mar 31 21:36:26 GMT 2025 , Edited by admin on Mon Mar 31 21:36:26 GMT 2025
PRIMARY
EVMPD
SUB130534
Created by admin on Mon Mar 31 21:36:26 GMT 2025 , Edited by admin on Mon Mar 31 21:36:26 GMT 2025
PRIMARY