On March 2, 2006, Andrzej, Roman Batt; Baxter, Andrew John; Heeney, Celine; Stockley, Martin Lee; Bryan Roe, Michael; Hudson, Peter; Handy, Rachel published a patent.Electric Literature of 53838-27-0 The title of the patent was Preparation of tetraaza-benzo[f]azulenes as vasopressin V1a antagonists. And the patent contained the following:
The title compounds I [G = NR5R6, II-V; A1 = CH2, CH(OH), NH, N(alkyl), O and S; A2 = CH2, CH(OH), C(O), NH; A3, A12 = S, NH, N(alkyl), etc.; A4, A13 = CR9, N; A5, A14 = CR10, N; A6 = CH2, NH, N(alkyl), O; A7, A11 = C, N; A8, A9 = CH, N, NH, S, etc.; A10 = CH:CH, CH, N, NH, etc.; the ring constituted by A7-A11 is aromatic; R1-R3 = H, alkyl, O(alkyl), NO2, F, Cl, Br; R4 = H, alkyl, aryl, heteroaryl, etc.; R5, R6 = alkyl, aryl, (CH2)f-aryl, (CH2)f-heteroaryl; R9, R10 = H, alkyl, alkoxy, etc.; W = O, NH; X = (CH2)m, C(O), SOj; Y = O, S, NH, N(alkyl); a, f, j = 1-2; m = 0-2; with provisos] which are vasopressin V1a receptor antagonists, were prepared and formulated. E.g., a multi-step synthesis of 4-(3,3-dimethylbutyl)piperazine-1-carboxylic acid 4-(3,6-dimethyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-2-fluorobenzylamide, starting from 4-(tert-butoxycarbonylamino-methyl)-3-fluorobenzoic acid and 3,6-dimethyl-3,4,9,10-tetrahydro-2,3,4,9-tetraazabenzo[f]azulene (preparations of the reactants was provided), was given. Compounds I were assayed to determine their ability to inhibit the cellular consequences of AVP stimulation on intact cells. In the assay, compounds I cause significant inhibition of cellular activation at concentrations of 30 μM or less. Preferred compounds I cause significant inhibition at concentrations of 300 nM. Pharmaceutical compositions of the compounds I are useful as treatment of dysmenorrhea. The experimental process involved the reaction of (S)-5-tert-Butyl 1-methyl 2-aminopentanedioate(cas: 53838-27-0).Electric Literature of 53838-27-0
The Article related to benzoazulene tetraaza triaza preparation vasopressin v1a antagonist dysmenorrhea treatment, Heterocyclic Compounds (More Than One Hetero Atom): Diazepines and other aspects.Electric Literature of 53838-27-0
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