Gadoteridol

Title: Gadoteridol
CAS Registry Number: 120066-54-8
CAS Name: [10-(2-Hydroxypropyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triacetato(3-)-N1,N4,N7,N10,O1,O4,O7,O10]gadolinium
Additional Names: 10-(2-hydroxypropyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid gadolinium complex; gadolinium(III) 1,4,7-tris(carboxymethyl)-10-(2¢-hydroxypropyl)-1,4,7,10-tetraazacyclododecane; Gd(HP-DO3A)
Manufacturers' Codes: SQ-32692
Molecular Formula: C17H29GdN4O7
Molecular Weight: 558.68
Percent Composition: C 36.55%, H 5.23%, Gd 28.15%, N 10.03%, O 20.05%
Literature References: Nonionic, low-osmolar paramagnetic gadolinium (III) chelate. Prepn: M. F. Tweedle et al., EP 292689; eidem, US 4885363 (1988, 1989 both to Squibb); D. D. Dischino et al., Inorg. Chem. 30, 1265 (1991). Biodistribution: P. Wedeking et al., Magn. Reson. Imaging 10, 641 (1992). RIA determn in biological fluids: M. D. Ogan et al., J. Pharm. Sci. 82, 475 (1993). Toxicological studies: R. A. Soltys, Invest. Radiol. 27, Suppl. 1, S7 (1992). Symposium on physicochemical properties, pharmacokinetics and clinical use in neurological disease: ibid. 1-63. Comprehensive description: K. Kumar et al., Anal. Profiles Drug Subs. Excip. 24, 209-241 (1996).
Properties: White solid obtained as an aggregate clump of fine needle-like microcrystals from methanol/acetone, mp >225°. Hydrophilic. At pH 7, log P (octanol/water): -3.68; (butanol/water): -1.98. Soly (mg/ml): water 737, methanol 119, isopropanol 41, dimethylformamide 10.1, acetonitrile 6.1, methylene chloride 5.2, ethyl acetate 0.5, acetone 0.4, hexane 0.2, toluene 0.3. uv max (water): 274 nm (am 2.5).
Melting point: mp >225°
Log P: log P (octanol/water): -3.68; (butanol/water): -1.98
Absorption maximum: uv max (water): 274 nm (am 2.5)
Derivative Type: Gadoteridol injection
Trademarks: ProHance (BMS)
Properties: Osmolality (37°): 630 mOsM/kg water. Viscosity (cP): 2.0 (20°), 1.3 (37°). d25 1.140. LD50 in mice, rats (mmol/kg): 11-14, >10 i.v. (Soltys).
Density: d25 1.140
Toxicity data: LD50 in mice, rats (mmol/kg): 11-14, >10 i.v. (Soltys)
Therap-Cat: Diagnostic aid (MRI contrast agent).
Keywords: Diagnostic Aid (MRI Contrast Agent).
Gadoversetamide Gadoxetic Acid Galactaric Acid Galactitol Galactoflavin

Gadoteridol
Gadoteridol.png
Systematic (IUPAC) name
gadolinium(+3) cation; 2-[4-(2-hydroxypropyl)-7,10-bis(2-oxido-2-oxoethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetate
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
Legal status -only (US)
Routes IV
Identifiers
CAS number 120066-54-8 YesY
ATC code V08CA04
PubChem CID 60714
DrugBank DB00597
ChemSpider 54719 YesY
UNII 0199MV609F YesY
KEGG D01137 YesY
ChEBI CHEBI:31643 YesY
ChEMBL CHEMBL1200593 N
Synonyms (10-(2-(hydroxy-κO)propyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triacetato(3-)-κN1,κN4,κN7,κN10,κO1,κO4,κO7)-gadolinium
Chemical data
Formula C17H29GdN4O7 
Mol. mass 558.68 g/mol
 N (what is this?)  (verify)

Gadoteridol (INN) is a gadolinium-based MRI contrast agent, used particularly in the imaging of the central nervous system. It is sold under the brand name ProHance.