2912. Deptropine

Nomenclature

CAS number: 604-51-3
endo-3-[(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)oxy]-8-methyl-8-azabicyclo[3.2.1]octane; 3α-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)oxy]-1αH,5αH-tropane; dibenzheptropine.
C23H27NO; mol wt 333.47.
C 82.84%, H 8.16%, N 4.20%, O 4.80%.

Description and references

Prepn: Van der Stelt et al., J. Med. Pharm. Chem. 4, 335 (1961). Pharmacology: Funcke et al., Arch. Int. Pharmacodyn. 148, 135 (1964); Timmerman et al., ibid. 187, 291 (1970). Metabolism: Hespe et al., ibid. 164, 397 (1966).

Chemical structure

Derivative

Citrate.

Nomenclature

CAS number: 2169-75-7
BS-6987; Brontine (Yamanouchi).
C23H27NO.C6H8O7; mol wt 525.59.
C 66.27%, H 6.71%, N 2.66%, O 24.35%.

Properties

LD50 in mice (mg/kg): 32 i.v.; 300 orally (Timmerman).

Derivative

Maleate.
C23H27NO.C4H4O4; mol wt 449.54.
C 72.14%, H 6.95%, N 3.12%, O 17.80%.

Properties

Crystals from ethanol, acetone, ethyl acetate or chloroform, mp 133-136°.

Therapeutic Category

Antihistaminic.

Keywords

Antihistaminic; Tricyclics; Other Tricyclics