5%
HYPOCHOLESTEREMIC HYDROXYLAMIKE DERIVATIVES
July 1967
TL4BLE 1
ARALKYL CARBALKOXY-
A N D CARBARYLOXYHYDROXAhIATES
*-ONHCOOR
x No. 1 2O 3 6 5 6 7 El* 10 11 12 13 16 l5l 16 171 18 19 20h 21h 22 23 24
s
A CH? CH? CH? CH? CH? CHs CHz (CH?)? (CH2)3
€1 H H H H H H H
H m-CHd p-CHz p-CHa o-C& 3,4-(CH3)2 iso-Pr o-ocI13 m-OCII3 m-CF3 0x1 p-CI 3,4-C1?
3,4-Clr p-Nor p-XH?
CH? CHi (CH2)s CHI CHr CHI CH? CII? CH? CH? CH: CH? CH(CH3) CH? CHz
LIP or bp Method ( m m ) , OC 5 lO9(0.2) 1 lll(O.3) 5 123 ( 0 . 8 ) 5 37-38 5 35 5 45 1 65-68 1 130(0.2) 1 138(0.2) 1 103(0.1) 1 45-47 5 72-74 1 120(0.1) 1 142(0.1) 1 133(0.1) 1 127(0.1) 1 136(0.2) 1 78-80 1 40-42 1 83-84 1 80-81 1 74-75 1 82 i 133,deo
R hlethyl Ethyl Butyl Isobutyl Hexyl Phenyl Benzyl Ethyl Ethyl Ethyl Ethyl Phenyl Ethyl Ethyl Etliyl Etliyl Ethyl Ethyl Ethyl Ethyl Ethyl Ethyl Ethyl Ethyl
---Calcd, %-n% Formula C H X 1.5215 CgHiiNOa 59.66 6 . 1 2 7.73 1.5125 CiqH13N03 61.53 6.71 7.18 1.6023 Ci?HiiNOs 64.55 7 . 6 8 6 . 2 8 . . . CIZHLINOB 6 4 . 5 5 7 . 6 8 6 . 2 8 . . . CiaHziN03 66.90 8 . 4 2 5 . 5 8 , . . Ci4HiCi0~ 69.12 5.39 5.76 ... CiaH~Nos 70.02 5 . 8 8 5.44 1,5104 CuHisNOa 63.14 7 . 2 3 6.70 1.5070 Ci?HiiN03 64.55 7 . 6 8 6 . 2 8 1.5138 CLlHllNo3 63.14 7.23 6.iO , .. CiiHiaNOa 63.14 7 . 2 3 6.70 . . , C1;HigN03 71.56 6 . 7 1 4 . 9 1 1.5105 CinHirNOa 64.55 7 . 6 8 6.28 1.5152 CuHi?I\T03 64.55 7 . 6 8 6.28 5.90 65.80 8.07 1.5057 C13kIigPio3 6 . 7 2 6 22 58.65 1.5221 CnHlbN04 1.5186 CiiHisNO4 58.65 6 . 7 2 6.22 , , . CiiH~?FsNoa 50.19 4 . 6 0 5.32 ... CiiiHi?CINOa 52.59 5.27 6.10 . . C L J H I ? C I K O ~5 2 . 5 9 5 2 i 6.10 , , , C ~ I I € I I I C I ? X O45.48 ~ 4.20 5.30 .,. C I ~ H I ~ C I ~ N47.50 O~ 4.71 5.04 CioHi&gOs 5 0 . 0 0 5 . 0 4 11.66 ,.. . . CmHi6Cl~?oai 4 8 . 6 8 6 . 1 2 11.36
---Found, %-C H N 59.86 6.09 7.90 61.79 6.55 6.97 64.27 7 . 7 5 6.58 64.94 8.01 6.2i 66.81 8.40 5.89 69.22 5 . 5 0 5.85 70.10 5.90 5.49 63.18 6.95 6.82 64.37 7 . 2 0 6.46 63.47 7.39 6.83 63.31 7.09 6.76 71.65 6 . 4 8 5.07 6 4 . 7 2 7.66 6.35 64.42 7 . 4 8 6.53 65.84 8 . 1 0 5.96 6.33 58.32 6 . 1 7 58.31 6.32 6.00 50.05 4.69 5,21 52.30 5 . 3 8 6.33 52.44 5 . 5 1 6.18 45.40 4 . 2 9 5.22 47.47 4.55 5.01 5 0 . 1 7 4 . 9 2 11.50 48.53 5 . 8 7 11.59
Activitya,*
-td f
f
-t
-
4-
++ -
f
-
+g
+ +
The activity is measured as a reduction of serum cholesterol relative t o control animals on the same diet without drug:
