摘要:

AbstractA number of improved laboratory procedures for the synthesis of derivatives ofimidazo‐[1,2‐alpyridines are reported. These methods have been employed for the preparation of 5‐chloroimidazo[1,2‐alpyridine (IX), 5‐aminoimidazo[1,2‐a]pyridine (IV), 2‐methyl and 2,3‐dimethyl‐5‐aminoimidazo[1,2‐a]pyridine. The proton magnetic resonance spectra of imidazo[1,2‐a]pyridine (I) have been studied and the bands assigned by a comparison of spectral patterns of simple derivatives. The proton magnetic resonance spectra were then utilized to assign predominant tautomeric structures to imidazo[1, 2‐a]‐2‐pyridone (IIIb), imidazo[1,2‐a]‐(1H)‐5‐pyridone (VIIb) and 5‐aminoimidazo‐[1, 2‐alpyridine (IV). The synthesis of imidazo[1,2‐a]‐(1H)‐5‐pyridone (VII) was accomplished from 5‐chloro‐imidazo[1, 2‐alpyridine (IX)via5‐benzyloximidazo[1,2‐a]pyridine (X) which was debeneylated catalytically to yield VII. Bromoacetaldehyde and

ISSN:0022-152X    

DOI:10.1002/jhet.5570020110

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

摘要:

AbstractThe ultraviolet spectra of a series of 4‐hydroxy‐ and 4‐mercaptocinnolines substituted with fluorine, chlorine or bromine in the 5‐, 6‐, 7‐ and 8‐position have been obtained in absolute methanol solution between 200 and 500 mμ. The spectra were used, to make structural assignments for the products of cyclization from mesoxalyl chloride,m‐fluoro‐andm‐b

ISSN:0022-152X    

DOI:10.1002/jhet.5570020111

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

摘要:

AbstractThe remaining three diaminopyridazines, 3, 4, 5‐triaminopyridazine and several nitraminopyridazines have been prepared. The structure of 3,4, 5‐triaminopyridazine and the 3, 5‐diamino‐4‐nitropyridazine precursor have been established by n.in.r. analysis. In addition 8‐amino‐6‐chloro‐, 8‐amino‐6‐hydrazino‐ and 8‐amino‐6‐azidotetrazolo‐[1, 5‐b]pyridazine has been synthesized along with 4, 6‐dihydrazino‐ and 4, 6‐diazido‐pyrimidine. Several other chemical tran

ISSN:0022-152X    

DOI:10.1002/jhet.5570020112

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

摘要:

AbstractA series of 1‐(ω‐phenylalkyl)‐4,6‐diamino‐1, 2‐dihydro‐s‐triazines was synthesized by acid catalyzed condensation of 1‐(ω‐phenylalkyl)biguanides with acetone, aromatic aldehydes and ω‐phenylalkyl aldehydes; the intermediate biguanides were prepared by fusion of ω‐phenylalkylamines with cyanoguanidine at 150°. 4, 6‐Diamino‐1, 2‐dihydro‐2,2‐dimethyl‐1‐(4‐phenylbutyl)‐ and 1‐(3‐phenylpropyl)‐s‐triazines (Xe and Xd) were potent inhibitors of dihydrofolic reductase, being complexed with the enzyme about two hundred times better than the substrate, dihydrofolic acid; further Xd and Xe were about 15‐fold better inhibitors of dihydrofolic reductase than the earlier investigated 1‐(p‐chlorophenyl)‐4, 6‐diamino‐1,2‐dihydro‐2,2‐dimethyl‐s‐triazine, the antimalarial drug.When the 2,2‐dimethyl group was replaced byp‐acetamidophenyl (IX) or phenyl (VIII), in inhibitors such as Xd and Xe, activity was reduced only 5‐30 fold; the corresponding change in 1‐(m‐chlorophenyl)‐4, 6‐diamino‐1,2‐dihydro‐2, 2‐dimethyl‐s‐triazine (V) gave a 19,000‐fold reduction in activity with the 2‐(p‐acetamidophenyl) analog (VII) and a 550‐fold decrease in activity with the 2‐phenyl analog. These decreases in activity are attributed to a combination of intramolecular steric effects, intermolecular (enzymeinhibitor) steric inhibition of binding, and inductive eff

ISSN:0022-152X    

DOI:10.1002/jhet.5570020113

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

摘要:

AbstractThe structure of 7‐(p‐iodobenzenesulfonyl)‐7‐azabicyclo[4.1.0]heptane has been determined by a three dimensional single‐crystal x‐ray diffraction study. The compound crystallizes in the monoclinic space group P 2 1/n with cell dimension a0= 10.35 ± .005, b0= 16.33, c0= 8.22 Å and a monoclinic angle, β = 99°40° ± 5′. The aziridine ring is fusedcisto the cyclohexane ring with fusion angles of 122°. The cyclohexane ring is flattened appreciably, although still in the chair conformation. Bond distances within the cyclohexane ring are shortened to an average value of 1.49 Å. Thep‐iodobenzene‐sulfonate group is at an angle of 98. 3° to the bicyclic system containing the aziridine and cyclohexane fused rings. A final value of R = 0. 115 was obtained for th

ISSN:0022-152X    

DOI:10.1002/jhet.5570020114

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

摘要:

AbstractDie Kristall‐ und Molekülstruktur des 2, 3, 7, 8‐Tetrachlorphenazins C12H4N2Cl4wurde roentgenographisch bestimmt. Die Kristalle enviesen sich als omonoklin, Raumgruppe P 2 1/c, und ergaben folgende Gitterkonstanten: a0= 3.85 ± 0.02 Å, b0= 6. 04 ± 0.02 Å, c0= 25.33 ω 0.04 Å, β = 91° 46′ ± 15′. Das Molekül ist planar innerhalb der experimentellen Fehlergrenzen; alle intermolekularen Abstände stimmen mit denjenigen aus den van der Waa

ISSN:0022-152X    

DOI:10.1002/jhet.5570020115

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

ISSN:0022-152X    

DOI:10.1002/jhet.5570020116

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

ISSN:0022-152X    

DOI:10.1002/jhet.5570020117

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

ISSN:0022-152X    

DOI:10.1002/jhet.5570020118

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY

ISSN:0022-152X    

DOI:10.1002/jhet.5570020119

出版商:Wiley‐Blackwell    

年代:1965

数据来源: WILEY