1668-19-5 Usage
Uses
Used clinically to treat anxiety and depression. Antidepressant
Definition
ChEBI: A dibenzooxepine that is 6,11-dihydrodibenzo[b,e]oxepine substituted by a 3-(dimethylamino)propylidene group at position 11. It is used as an antidepressant drug.
Brand name
Apo-doxepin;Co dox;Deptran;Doksapan;Dolat;Doxal;Doxedyn;Doxepin hcl;Gilex;Novo-doxepin;Novoxapin;Sinequan;Sinquan concentrate;Sinquane;Tolllluan;Triadapin;Zonalon.
Therapeutic Function
Tranquilizer
World Health Organization (WHO)
Doxepin, a tricyclic antidepressant was introduced in 1964 for the
management of endogenous depression. Much of the adverse effects are caused
by its antimuscarinic actions. These include dry mouth, cardiac arrhythmias,
central nervous system disturbances, blood disorders and risk of suicide. The risk
of suicide and dangers related to overdosage led the Norwegian Medicines Control
Authority to put the higher strength formulation under prescribing restriction in
1992. The risk of death following overdosage is apparently higher for products
containing tricyclic compounds as compared with nontricyclic products.
Biological Activity
Highly potent H 1 histamine receptor antagonist (K d = 310 pM) and tricyclic antidepressant. Also binds to the H 4 histamine receptor (pK i = 6.79).
Contact allergens
This benzoxepin tricylcic drug has antidepressant, anticholinergic,
antiitching, and antihistamine properties.
After oral use, it has been developed as a topical antiitching
agent. Allergic contact dermatitis is not infrequent.
Check Digit Verification of cas no
The CAS Registry Mumber 1668-19-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,6 and 8 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1668-19:
(6*1)+(5*6)+(4*6)+(3*8)+(2*1)+(1*9)=95
95 % 10 = 5
So 1668-19-5 is a valid CAS Registry Number.
InChI:InChI=1/C19H21NO/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3/p+1/b17-11-
1668-19-5Relevant articles and documents
Winthrop
, p. 1113 (1963)
Improved synthesis method of doxepin hydrochloride
-
Paragraph 0041-0055; 0066-0083; 0090-0095, (2021/11/19)
The invention relates to an improved synthesis method of doxepin hydrochloride. The method comprises the following steps: (1) reacting triphenylphosphine with 3 - chlorine -1 - (N, N - dimethyl) propylamine to prepare (3 - (dimethylamino) propyl) triphenyl phosphine chloride. (2) Reaction of (3 - (dimethylamino) propyl) triphenyl phosphine chloride and 6, 11 -dihydrodibenzo [b, e] oxepin -11 - ketone under a strong base condition to Wittig prepare a doxorubicin. (3) The multi-plug is subjected to salt formation reaction with hydrochloric acid to prepare the doxorubicin hydrochloride. The second Reaction is adopted in Wittig-step reaction, so that the reaction is simpler, the requirements for water and reaction equipment of the solvent and the raw materials are lower, and the repetition rate is higher. Compared with the prior art, the method has the advantages of simple process, low production cost, less process steps and the like.
Synthetic method of doxepin hydrochloride
-
Paragraph 0036; 0044-0046; 0049; 0053; 0055; 0059; 0061; 006, (2020/12/30)
The invention discloses a synthetic method of doxepin hydrochloride. The synthetic method comprises the following steps: using N, N-dimethyl-3-chloropropylamine as an initial raw material, carrying out Grignard reaction, carrying out addition reaction on the reaction product and 6, 11-dihydrodibenzo [b, e] oxepine-11-ketone, and sequentially carrying out elimination reaction and salifying reactionto synthesize the final product. According to the method, high-purity doxepin hydrochloride can be obtained through four-step synthesis, a substitution reaction is not needed, and the yield of the prepared product is high. Compared with the existing synthesis process, the method has the advantages of few synthesis steps, simple process, short production period, low cost and the like.