C207
4′-Chloro-3α-(diphenylmethoxy)tropane hydrochloride
solid
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About This Item
Empirical Formula (Hill Notation):
C21H24ClNO · HCl
CAS Number:
Molecular Weight:
378.34
MDL number:
UNSPSC Code:
12352200
form
solid
color
white
solubility
H2O: 6.3 mg/mL
ethanol: 9.7 mg/mL
storage temp.
−20°C
SMILES string
Cl.CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(c3ccccc3)c4ccc(Cl)cc4
Gene Information
human ... DRD1(1812) , DRD2(1813) , DRD3(1814) , DRD4(1815) , DRD5(1816)
Biochem/physiol Actions
Dopamine transporter inhibitor that is less efficacious as a locomotor stimulant than cocaine; not recognized as being cocaine-like in a drug discrimination model in rats.
Caution
Photosensitive
Certificates of Analysis (COA)
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R H Kline et al.
Journal of medicinal chemistry, 40(6), 851-857 (1997-03-14)
A series of 2'- and 3'-substituted and 3',3"-disubstituted 3 alpha-(diphenylmethoxy)tropane analogs were designed and synthesized as novel probes for the dopamine transporter. All the analogs were evaluated for displacement of [3H]WIN 35,428 binding at the dopamine transporter and for inhibition
Novel 3 alpha-(diphenylmethoxy)tropane analogs: potent dopamine uptake inhibitors without cocaine-like behavioral profiles.
A H Newman et al.
Journal of medicinal chemistry, 37(15), 2258-2261 (1994-07-22)
J L Katz et al.
The Journal of pharmacology and experimental therapeutics, 288(1), 302-315 (1998-12-23)
The pharmacological effects were assessed for a series of 3alpha-diphenylmethoxy-1alphaH,5alphaH-tropane analogs which have structural similarities to cocaine. Like cocaine, these compounds displaced [3H]WIN 35,428 binding from rat caudate and had affinities ranging from approximately 10-fold greater than cocaine (Ki=11.8 nM)
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