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Details

Stereochemistry ACHIRAL
Molecular Formula C14H18N2O5
Molecular Weight 294.3031
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LIDOFENIN

SMILES

CC1=CC=CC(C)=C1NC(=O)CN(CC(O)=O)CC(O)=O

InChI

InChIKey=DJQJFMSHHYAZJD-UHFFFAOYSA-N
InChI=1S/C14H18N2O5/c1-9-4-3-5-10(2)14(9)15-11(17)6-16(7-12(18)19)8-13(20)21/h3-5H,6-8H2,1-2H3,(H,15,17)(H,18,19)(H,20,21)

HIDE SMILES / InChI

Molecular Formula C14H18N2O5
Molecular Weight 294.3031
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including http://www.pharmacopeia.cn/v29240/usp29nf24s0_m80670.html | https://www.ncbi.nlm.nih.gov/pubmed/3181685 | https://www.ncbi.nlm.nih.gov/pubmed/6825355

Lidofenin is ligand for a coordination complex consisting of the radioisotope technetium-99m. Technetium Lidofenin is a nontoxic radiopharmaceutical that is used in radionuclide imaging for the clinical evaluation of hepatobiliary disorders in humans. Technetium lidofenin is indicated as a hepatobiliary imaging agent for the evaluation of hepatobiliary tract patency to differentiate jaundice resulting from hepatocellular causes from jaundice resulting from partial or complete biliary obstruction; to differentiate extrahepatic biliary atresia from neonatal hepatitis; to detect cystic duct obstruction associated with acute cholecystitis nd to detect bile leaks. Also, technetium Tc 99m lidofenin may be useful to detect intrahepatic cholestasis and to distinguish it from other hepatobiliary diseases, which involve hepatocyte damage. Following intravenous administration, technetium Tc 99m–labeled IDA derivatives, such as lidofenin, become bound to plasma proteins (mainly albumin). In the liver, in the space of Disse, technetium Tc 99m lidofenin becomes dissociated from the proteins and enters the hepatocyte by a mechanism similar to that of serum bilirubin. Technetium Tc 99m lidofenin traverses through the hepatocyte unmetabolized and enters the bile canaliculi. Flow beyond the canaliculi is influenced to a large extent by the tone of the sphincter of Oddi and the patency of the bile ducts. Clear visualization of the gallbladder and intestines, usually within 15 to 30 minutes of administration, demonstrates hepatobiliary tract patency.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
TECHNESCAN HIDA

Approved Use

Unknown

Launch Date

1986
Diagnostic
TECHNESCAN HIDA

Approved Use

Unknown

Launch Date

1986
Primary
TECHNESCAN HIDA

Approved Use

Unknown

Launch Date

1986
PubMed

PubMed

TitleDatePubMed
Interesting image. Imaging postoperative bile leaks and assessing integrity of biliary-enteric anastomoses with fusion HIDA SPECT/CT scintigraphy.
2010-11
Endoscopic management of a spontaneous gallbladder perforation and bile leak.
2010-10
Meta-analysis of cholecystectomy in symptomatic patients with positive hepatobiliary iminodiacetic acid scan results without gallstones.
2009-02
A comprehensive overview of radioguided surgery using gamma detection probe technology.
2009-01-27
Detection of a suspected bronchobiliary fistula by hepatobiliary scintigraphy.
2008-08
Varying appearance of focal nodular hyperplasia in nuclear medicine imaging.
2008-01
Biloma: a delayed complication of blunt hepatic injury.
2008-01
Long-term changes in hepatobiliary physiology after Roux-en-Y hepaticojejunostomy.
2007-12
Duodenogastric reflux after choledochoduodenostomy: evaluation by technetium-99m scintigraphy.
2007-06-27
Bile reflux in the esophagus demonstrated by HIDA scintigraphy.
2007-03
A comparison of cholecystectomy and observation in children with biliary dyskinesia.
2006-11
Impact of bedside right upper quadrant ultrasonography on radiology imaging.
2006-10
Measurement of parenchymal function and bile duct flow in primary sclerosing cholangitis using dynamic 99mTc-HIDA SPECT.
2006-04
Diagnosis and management of bile leaks after blunt liver injury.
2005-10
[Congenital bronchobiliary fistula detected by cholescintigraphy].
2005-07-16
In vivo imaging of hepatobiliary transport function mediated by multidrug resistance associated protein and P-glycoprotein.
2004-08
Bronchobiliary fistula as a complication of liver metastases: diagnosis by HIDA scan.
2004-05
Current trends in imaging evaluation of acute cholecystitis.
2004-04
Image of the month.
2004-01
Small bowel transit and gastric emptying after biliodigestive anastomosis using the uncut jejunal loop.
2003-12
[Conservative treatment of traumatic rupture of the biliary ducts: a case report].
2003-04
Is bile flow reduced in patients with hypothyroidism?
2003-03
[Hepatobiliogastroscintigraphy in assessment of the hepatobiliary system in primary cancer of the liver].
2003
Gallbladder function before and after fundoplication.
2002-12-31
The effect of erythromycin on bile excretion and proximal small bowel motility following divided gastric bypass surgery: a prospective randomized placebo-controlled trial.
2002-12
Comparison of fatty meal and intravenous cholecystokinin infusion for gallbladder ejection fraction.
2002-12
Duodenal intubation and test for bile - a reliable method to rule out biliary atresia.
2002-09
Scintigraphy of the small intestine: a simplified standard for study of transit with reference to normal values.
2002-07
The value of radionuclide studies in children with autosomal recessive polycystic kidney disease.
2002-05
Outcome of endoscopic sphincterotomy in post cholecystectomy patients with sphincter of Oddi dysfunction as predicted by manometry and quantitative choledochoscintigraphy.
2002-05
[Scintigraphic assessment of the small intestine transit. Diagnostic investigation of dysmotility with 99mTc-HIDA].
2002-03-19
Ultrasound is not a useful screening tool for acute acalculous cholecystitis in critically ill trauma patients.
2002-01
Role of hepatobiliary scintigraphy in the evaluation and management of post-cholecystectomy pain due to biliary dyskinesia.
2002-01
Scintigraphy of the small intestine: a simplified standard for study of transit with reference to normal values.
2002-01
Evaluation of transplanted hepatocytes using HIDA scintigraphy.
2001-10-26
Patency of anastomoses after bilio-intestinal bypass: radioisotope demonstration.
2001-10
Diagnostic accuracy of 99Tcm-HIDA with cholecystokinin and gallbladder ejection fraction in acalculous gallbladder disease.
2001-06
Dynamic 99Tcm-HIDA SPET: non-invasive measuring of intrahepatic bile flow. Description of the method and a study in primary sclerosing cholangitis.
2001-02
Patents

Patents

Sample Use Guides

Intravenous, 185 megabecquerels (5 millicuries). Dosage is usually adjusted depending on bilirubin levels. A period of 24 hours should elapse before a second dose is administered.
Route of Administration: Intravenous
In Vitro Use Guide
Stock solutions (200 mkM) of bilirubin, BSP, and bile acids were prepared in 0.1% bovine serum albumin. All subsequent dilutions of these ligands were made in SFM containing 0.1% bovine serum albumin. Initial uptake of 99mTc-Disofenin was quantitated under control conditions, or in the presence of 1.5-50 mkM bilirubin, BSP, taurocholate, cholate, deoxycholate, chenodeoxycholate, or glycocholate at 37°C. Initial uptake of the other 99mTc IDAs (Lidofenin) was quantitated in the'presence or absence of 20 pM BSP, bilirubin, or bile acids in 0.1 % bovine serum albumin.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:21:15 GMT 2025
Edited
by admin
on Mon Mar 31 18:21:15 GMT 2025
Record UNII
EK22QV7701
Record Status Validated (UNII)
Record Version
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Name Type Language
HEPATO-SCAN
Preferred Name English
LIDOFENIN
II   INN   MI   USAN   WHO-DD  
INN   USAN  
Official Name English
Lidofenin [WHO-DD]
Common Name English
LIDOFENIN [USAN]
Common Name English
HID-A
Code English
LIDOFENIN [MI]
Common Name English
N-(2,6-DIMETHYLACETANILIDE) IMINODIACETIC ACID
Systematic Name English
GLYCINE, N-(CARBOXYMETHYL)-N-(2-((2,6-DIMETHYLPHENYL)AMINO)-2-OXOETHYL)-
Systematic Name English
HIDA
Code English
lidofenin [INN]
Common Name English
LIDOFENIN [II]
Common Name English
[[(2,6-Xylylcarbamoyl)methyl]imino]diacetic acid
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C1937
Created by admin on Mon Mar 31 18:21:15 GMT 2025 , Edited by admin on Mon Mar 31 18:21:15 GMT 2025
Code System Code Type Description
MERCK INDEX
m6806
Created by admin on Mon Mar 31 18:21:15 GMT 2025 , Edited by admin on Mon Mar 31 18:21:15 GMT 2025
PRIMARY Merck Index
INN
4455
Created by admin on Mon Mar 31 18:21:15 GMT 2025 , Edited by admin on Mon Mar 31 18:21:15 GMT 2025
PRIMARY
ECHA (EC/EINECS)
261-636-4
Created by admin on Mon Mar 31 18:21:15 GMT 2025 , Edited by admin on Mon Mar 31 18:21:15 GMT 2025
PRIMARY
ChEMBL
CHEMBL1400608
Created by admin on Mon Mar 31 18:21:15 GMT 2025 , Edited by admin on Mon Mar 31 18:21:15 GMT 2025
PRIMARY
EPA CompTox
DTXSID2046389
Created by admin on Mon Mar 31 18:21:15 GMT 2025 , Edited by admin on Mon Mar 31 18:21:15 GMT 2025
PRIMARY
EVMPD
SUB08508MIG
Created by admin on Mon Mar 31 18:21:15 GMT 2025 , Edited by admin on Mon Mar 31 18:21:15 GMT 2025
PRIMARY
SMS_ID
100000144641
Created by admin on Mon Mar 31 18:21:15 GMT 2025 , Edited by admin on Mon Mar 31 18:21:15 GMT 2025
PRIMARY
NCI_THESAURUS
C66012
Created by admin on Mon Mar 31 18:21:15 GMT 2025 , Edited by admin on Mon Mar 31 18:21:15 GMT 2025
PRIMARY
DRUG CENTRAL
3322
Created by admin on Mon Mar 31 18:21:15 GMT 2025 , Edited by admin on Mon Mar 31 18:21:15 GMT 2025
PRIMARY
CAS
59160-29-1
Created by admin on Mon Mar 31 18:21:15 GMT 2025 , Edited by admin on Mon Mar 31 18:21:15 GMT 2025
PRIMARY
PUBCHEM
42963
Created by admin on Mon Mar 31 18:21:15 GMT 2025 , Edited by admin on Mon Mar 31 18:21:15 GMT 2025
PRIMARY
FDA UNII
EK22QV7701
Created by admin on Mon Mar 31 18:21:15 GMT 2025 , Edited by admin on Mon Mar 31 18:21:15 GMT 2025
PRIMARY
MESH
C049470
Created by admin on Mon Mar 31 18:21:15 GMT 2025 , Edited by admin on Mon Mar 31 18:21:15 GMT 2025
PRIMARY
EVMPD
SUB121637
Created by admin on Mon Mar 31 18:21:15 GMT 2025 , Edited by admin on Mon Mar 31 18:21:15 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY