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Details

Stereochemistry ACHIRAL
Molecular Formula C21H25FIN3O3
Molecular Weight 517.346
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IOFLUBENZAMIDE I-131

SMILES

CCN(CC)CCNC(=O)C1=C(OC)C=C(NC(=O)C2=CC=C(F)C=C2)C([131I])=C1

InChI

InChIKey=UPRRZQGAQRAODM-AWUWEVMDSA-N
InChI=1S/C21H25FIN3O3/c1-4-26(5-2)11-10-24-21(28)16-12-17(23)18(13-19(16)29-3)25-20(27)14-6-8-15(22)9-7-14/h6-9,12-13H,4-5,10-11H2,1-3H3,(H,24,28)(H,25,27)/i23+4

HIDE SMILES / InChI

Molecular Formula C21H25FIN3O3
Molecular Weight 517.346
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Ioflubenzamide I-131 (also known as 131-I-MIP-1145) is a radiolabeled iodobenzamide derivative developed by Molecular Insight Pharmaceuticals, Inc for metastatic melanoma treatment. The benzamide moiety of Ioflubenzamide I-131 binds to melanin, selectively delivering a cytotoxic dose of gamma and beta radiation to melanin-expressing tumor cells. In human melanoma xenografts, Ioflubenzamide I-131 exhibited diffuse tissue distribution and washout from all tissues except melanin-expressing tumors. The administration of Ioflubenzamide I-131 at 25 MBq in single or multiple doses significantly reduced SK-MEL-3 tumor growth, with multiple doses resulting in tumor regression and durable response for over 125 days. Unfortunately Phase I clinical trial was terminated by unknown reason.

Approval Year

PubMed

PubMed

TitleDatePubMed
Preclinical evaluation of an 131I-labeled benzamide for targeted radiotherapy of metastatic melanoma.
2010 May 15
Patents

Patents

Sample Use Guides

injection of approximately 4.0 to 6.0 mCi (148-222 MBq)
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:55:17 UTC 2023
Edited
by admin
on Fri Dec 15 18:55:17 UTC 2023
Record UNII
65O1D58Z6V
Record Status Validated (UNII)
Record Version
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Name Type Language
IOFLUBENZAMIDE I-131
Common Name English
BA-100
Code English
N-(2-(DIETHYLAMINO)ETHYL)-4-((4-FLUOROBENZOYL)AMINO)-5-(IODO-131I)-2-METHOXYBENZAMIDE
Common Name English
MIP-1145 I-131
Code English
IOFLUBENZAMIDE I 131 [USAN]
Common Name English
131-I-MIP-1145
Code English
IOFLUBENZAMIDE (131 I)
WHO-DD  
Common Name English
IOFLUBENZAMIDE (131I)
INN  
INN  
Official Name English
IOFLUBENZAMIDE, I-131
Common Name English
IOFLUBENZAMIDE I 131
USAN  
USAN  
Official Name English
N-(2-(DIETHYLAMINO)ETHYL)-4-((4-FLUOROBENZOYL)AMINO)-5-((SUP 131)I)IODO-2-METHOXYBENZAMIDE
Common Name English
131I-MIP-1145
Code English
Ioflubenzamide (131 i) [WHO-DD]
Common Name English
BENZAMIDE, N-(2-(DIETHYLAMINO)ETHYL)-4-((4-FLUOROBENZOYL)AMINO)-5-(IODO-131I)-2-METHOXY-
Common Name English
(131I)-N-(2-(DIETHYLAMINO) ETHYL-4-(4 FLUROBENZAMIDO)-5-(IODO)-2-METHOXYBENZAMIDE
Systematic Name English
ioflubenzamide (¹³¹I) [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C2124
Created by admin on Fri Dec 15 18:55:17 UTC 2023 , Edited by admin on Fri Dec 15 18:55:17 UTC 2023
FDA ORPHAN DRUG 268008
Created by admin on Fri Dec 15 18:55:17 UTC 2023 , Edited by admin on Fri Dec 15 18:55:17 UTC 2023
Code System Code Type Description
PUBCHEM
24828760
Created by admin on Fri Dec 15 18:55:17 UTC 2023 , Edited by admin on Fri Dec 15 18:55:17 UTC 2023
PRIMARY
INN
9277
Created by admin on Fri Dec 15 18:55:17 UTC 2023 , Edited by admin on Fri Dec 15 18:55:17 UTC 2023
PRIMARY
SMS_ID
300000037061
Created by admin on Fri Dec 15 18:55:17 UTC 2023 , Edited by admin on Fri Dec 15 18:55:17 UTC 2023
PRIMARY
CAS
1214283-52-9
Created by admin on Fri Dec 15 18:55:17 UTC 2023 , Edited by admin on Fri Dec 15 18:55:17 UTC 2023
PRIMARY
USAN
WW-19
Created by admin on Fri Dec 15 18:55:17 UTC 2023 , Edited by admin on Fri Dec 15 18:55:17 UTC 2023
PRIMARY
ChEMBL
CHEMBL2111095
Created by admin on Fri Dec 15 18:55:17 UTC 2023 , Edited by admin on Fri Dec 15 18:55:17 UTC 2023
PRIMARY
NCI_THESAURUS
C80056
Created by admin on Fri Dec 15 18:55:17 UTC 2023 , Edited by admin on Fri Dec 15 18:55:17 UTC 2023
PRIMARY
FDA UNII
65O1D58Z6V
Created by admin on Fri Dec 15 18:55:17 UTC 2023 , Edited by admin on Fri Dec 15 18:55:17 UTC 2023
PRIMARY
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