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ChemicalBook--->CAS DataBase List--->56605-16-4

56605-16-4

56605-16-4 Structure

56605-16-4 Structure
IdentificationBack Directory
[Name]

Spiromustine
[CAS]

56605-16-4
[Synonyms]

SHM
NCI172112
NSC268497
NSC-172112
Spiromustine
Spiromustard
spirohydantoin mustard
Spirohydantoin masturd
Spiromustine USP/EP/BP
3-[2-[Bis(2-chloroethyl)amino]ethyl]-1,3-diazaspiro[4.5]decane-2,4-dione
3-[2-[bis(2-chloroethyl)amino]ethyl]-1,3-diazaspiro[4.5]decane-2,4-quinone
1,3-Diazaspiro[4.5]decane-2,4-dione, 3-[2-[bis(2-chloroethyl)amino]ethyl]-
[Molecular Formula]

C14H23Cl2N3O2
[MDL Number]

MFCD00866539
[MOL File]

56605-16-4.mol
[Molecular Weight]

336.26
Chemical PropertiesBack Directory
[Melting point ]

125.5°C
[density ]

1.3876 (rough estimate)
[refractive index ]

1.6070 (estimate)
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO
[form ]

Solid
[pka]

10.53±0.20(Predicted)
[color ]

White to off-white
Hazard InformationBack Directory
[Uses]

Antineoplastic.
[in vivo]

NCI172112 (Spirohydantoin mustard, SHM) might serve as a carrier to cross the blood brain barrier[1]. The cumulative excretion of radioactivity in the urine and faeces of rats after administration of [2-chloroethyl-U-14C]NCI172112 or [hydantoin-4-14C]NCI172112 ( 3.13 mg/kg. i.v.) is measured. Four hours after dosing, a significantly (P<0.005) greater amount of radioactivity has been excreted in the urine of rats treated with [hydantoin-14C]NCI172112 than with [ethyl-14C]NCI172112. However, by 24 h, approx.50% of dose is recovered in the urine with both labelled materials. Clearance of radioactivity in the faeces is slow, but, as for the renal excretion, is significantly greater for the hydantoin-14C moiety. No radioactivity is found in the expired air of a rat receiving a single dosing of [hydantoin-14C]NCI172112 and less than 1% is measured after administration of [ethyl-14C]NCI172112. Renal clearance of radioactivity is similar 4 h after administration of [14C]NCI172112 to rats with biliary cannulas, with 14.1±2.9 and 17.5±2.1% of the ethyl-14C and 34.5±2.5 and 33.1±6.3%, of the hydantoin-14C dose appearing in the urine after dosing with 3.13 and 6.25 mg/kg, respectively. A difference in the 4 h urinary excretion of the two labels also is observed in dogs given [14C]NCI172112 (1 mg/kg, i.v.). The percentages of hydantoin-14C and ethyl-14C eliminated are 29.4±2.7% and 17.2±3.5%, respectively (P<0.05)[2].

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