438-60-8 Usage
Uses
Different sources of media describe the Uses of 438-60-8 differently. You can refer to the following data:
1. Antidepressant.
2. Protriptyline is a powerful antidepressant, the mechanism of action of which is not
known. It is not a MAO inhibitor and does not stimulate the CNS. It begins to act much
faster and acts much longer than imipramine or amitriptyline. Protriptyline does not possess sedative tranquilizing properties. It is used in clinical conditions for treating severe
depression.
Mechanism of action
Protriptyline exhibits high selectivity for the NE transporter, but with less potency than desipramine. Its
mechanism of action is similar to that of desipramine. Minimal effect on 5-HT reuptake has been observed.
Synthesis
Protriptyline, N-methyl-5-H-dibenzo[a,d]cyclohepten-5-propylamine (7.1.22),
differs from all of the drugs described above in that there is present a double bond at the
C10–C11 position of the central 7-membered ring of the tricyclic part of the molecule. At
the same time, a free electron pair on C5 belonging to either a nitrogen atom or an exocyclic double bond are excluded, which undoubtedly changes both the architecture of the
whole molecule as well as, the collocation of pharmacophore groups.
Protriptyline is synthesized by alkylation of 5-H-dibenzo[a,d]cycloheptene with 3-(Nphormyl-N-methylamino)propylchloride (7.1.20), which is synthesized from compound
(7.1.19). The resulting intermediate product (7.1.21) undergoes alkaline hydrolysis, which
leads to the formation of protriptyline (7.1.21) [33–38].
Metabolism
Protriptyline is a dibenzocycloheptriene TCA that differs from the other tricyclics by having an unsaturated
ethylene bridge joining the two aromatic rings and a secondary aminopropyl side chain.
Protriptyline is completely absorbed from the GI tract and slowly eliminated. Metabolism data are limited for protriptyline, but it is most likely to be metabolized via the same
pathways as the other TCAs are. Very little drug is excreted in the feces via the bile.
Check Digit Verification of cas no
The CAS Registry Mumber 438-60-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,3 and 8 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 438-60:
(5*4)+(4*3)+(3*8)+(2*6)+(1*0)=68
68 % 10 = 8
So 438-60-8 is a valid CAS Registry Number.
InChI:InChI=1S/C19H21N/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19/h2-5,7-10,12-13,19-20H,6,11,14H2,1H3
438-60-8Relevant articles and documents
-
Engelhardt,E.L. et al.
, p. 325 - 332 (1968)
-
5H Dibenzo[a,d]cycloheptene derivatives
-
, (2008/06/13)
Compounds of 5H dibenzo[a,d]-cycloheptenes and 10,11-dihydro-5H-dibenzo[a,d]cycloheptenes which are substituted at their 5-carbon atom with an N-cyanoaminopropyl or an N-cyanoaminopropylidene radical.
