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Substance Name: Iopamidol [USAN:USP:INN:BAN:JAN]
RN: 60166-93-0
UNII: JR13W81H44
InChIKey: XQZXYNRDCRIARQ-LURJTMIESA-N

Note

  • A non-ionic, water-soluble contrast agent which is used in myelography, arthrography, nephroangiography, arteriography, and other radiological procedures.

Molecular Formula

  • C17-H22-I3-N3-O8

Molecular Weight

  • 777.0738
 

Classification Codes

  • Contrast Media
  • Diagnostic Aid (Radiopaque Medium)
  • Drug / Therapeutic Agent
  • Human Data

Names and Synonyms

Name of Substance

  • Iopamidol [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Iopamidol

Synonyms

  • (S)-N,N'-bis(2-Hydroxy-1-(hydroxymethyl)ethyl)-2,4,6-triiodo-5-lactamidoisophthalamide
  • 1,3-Benzenedicarboxamide, N,N'-bis(2-hydroxy-1-(hydroxymethyl)ethyl)-5-((2-hydroxy-1-oxopropyl)amino)-2,4,6-triiodo-, (S)-
  • B 15000
  • B-15000
  • BRN 6250226
  • EINECS 262-093-6
  • Gastromiro
  • HSDB 8075
  • Iopamidol
  • Iopamidol 300
  • Iopamidol-200
  • Iopamidol-200 in plastic container
  • Iopamidol-250
  • Iopamidol-250 in plastic container
  • Iopamidol-300
  • Iopamidol-300 in plastic container
  • Iopamidol-370
  • Iopamidol-370 in plastic container
  • Iopamidolum
  • Iopamidolum [INN-Latin]
  • Iopamiro
  • Iopamiro 370
  • Iopamiron
  • Iopamiron 300
  • Iopamiron 370
  • Isovue
  • Isovue 370
  • Isovue-128
  • Isovue-200
  • Isovue-250
  • Isovue-300
  • Isovue-370
  • Isovue-M 200
  • Isovue-M 300
  • Jopamiron 200
  • L-(+)-N,N'-Bis(2-hydroxy-1-hydroxymethylethyl)-2,4,6-triiodo-5-lactamide isophthalamide
  • L-5alpha-Hydroxypropionylamino-2,4,6-triiodoisophthalic acid di(1,3-dihydroxy-2-propylamide)
  • L-5alpha-Idrossipropionilamino-2,4,6-triiodoisoftal-di(1,3-diidrossi-2-propilamide)
  • Niopam
  • Niopam 300
  • Oypalomin
  • Scanlux-300
  • Scanlux-370
  • Solutrast
  • Solutrast 370
  • SQ 13,396
  • SQ 13396
  • UNII-JR13W81H44

Systematic Names

  • (S)-N,N'-Bis(2-hydroxy-1-(hydroxymethyl)ethyl)-5-((2-hydroxy-1-oxopropyl)amino)-2,4,6-triiodoisophthaldiamide
  • 1,3-Benzenedicarboxamide, N,N'-bis(2-hydroxy-1-(hydroxymethyl)ethyl)-5-(((2S)-2-hydroxy-1-oxopropyl)amino)-2,4,6-triiodo-
  • 1,3-Benzenedicarboxamide, N,N'-bis(2-hydroxy-1-(hydroxymethyl)ethyl)-5-((2-hydroxy-1-oxopropyl)amino)-2,4,6-triiodo-, (S)-

Registry Numbers

CAS Registry Number

  • 60166-93-0

FDA UNII

  • JR13W81H44

System Generated Number

  • 0060166930

Structure Descriptors

InChI

1S/C17H22I3N3O8/c1-6(28)15(29)23-14-12(19)9(16(30)21-7(2-24)3-25)11(18)10(13(14)20)17(31)22-8(4-26)5-27/h6-8,24-28H,2-5H2,1H3,(H,21,30)(H,22,31)(H,23,29)/t6-/m0/s1

InChIKey

XQZXYNRDCRIARQ-LURJTMIESA-N

Smiles

C[C@H](O)C(=O)Nc1c(I)c(C(=O)NC(CO)CO)c(I)c(C(=O)NC(CO)CO)c1I

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 35gm/kg (35000mg/kg)   Farmaco, Edizione Scientifica. Vol. 32, Pg. 835, 1977.
man TDLo intraspinal 214uL/kg (0.214mL/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP
American Journal of Emergency Medicine. Vol. 12, Pg. 329, 1994.
man TDLo intravenous 600mg/kg/3S-C (600mg/kg) CARDIAC: CHANGE IN RATE

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Archives of Internal Medicine. Vol. 147, Pg. 2208, 1987.
man TDLo intravenous 1657mg/kg (1657mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Annals of Internal Medicine. Vol. 107, Pg. 116, 1987.
mouse LD50 intracrebral 3gm/kg (3000mg/kg)   Farmaco, Edizione Scientifica. Vol. 32, Pg. 835, 1977.
mouse LD50 intraperitoneal 40825mg/kg (40825mg/kg)   United States Patent Document. Vol. #4001323,
mouse LD50 intravenous 33gm/kg (33000mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA

SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12(Suppl,
mouse LD50 oral > 49gm/kg (49000mg/kg)   Drugs in Japan Vol. -, Pg. 104, 1990.
mouse LD50 subcutaneous > 49gm/kg (49000mg/kg)   Drugs in Japan Vol. -, Pg. 104, 1990.
rabbit LD50 intravenous 20gm/kg (20000mg/kg)   Farmaco, Edizione Scientifica. Vol. 32, Pg. 835, 1977.
rabbit LD50 parenteral 510mg/kg (510mg/kg)   United States Patent Document. Vol. #4001323,
rabbit LD50 unreported > 245mg/kg (245mg/kg)   Journal of the American College of Toxicology. Vol. 9, Pg. 563, 1990.
rat LD oral > 49gm/kg (49000mg/kg)   Farmaco, Edizione Scientifica. Vol. 32, Pg. 835, 1977.
rat LD50 intraarterial 13268mg/kg (13268mg/kg)   United States Patent Document. Vol. #4001323,
rat LD50 intracrebral 2449mg/kg (2449mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 45, Pg. 200, 1995.
rat LD50 intraperitoneal 35gm/kg (35000mg/kg) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12(Suppl,
rat LD50 intravenous 22044mg/kg (22044mg/kg)   Acta Radiologica, Supplementum. Vol. 370, Pg. 41, 1987.
rat LD50 subcutaneous > 49gm/kg (49000mg/kg)   Drugs in Japan Vol. -, Pg. 104, 1990.
rat LDLo parenteral 2041mg/kg (2041mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 22, Pg. 769, 1994.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -2.42E+00 (none)   EXP
Water Solubility 1.40E+05 mg/L 20 EXP
Vapor Pressure 1.33E-30 mm Hg 25 EST
Henry's Law Constant 1.14E-25 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 5.77E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.