Patent HU-0003178-A2 (HU)
Title: Novel compound having effect of promoting neuron differentiation
Inventor: HARADA TAKASHI
IPC: C07D213/55
Filed: 1998-07-24
Abstract: Cystacycline derivatives of formula (IA) - (IC), ketone compounds of formula (ID), 3-oxo-2-substituted cyclopentane carboxylic acid compound of formula (IE) and beta -disubstituted aminoketone compounds of formula (IF) and their salts are new: Xa- Xd = O, S, SO, SO2 or NH; Ya = optionally substituted 1-20C aliphatic hydrocarbyl or 3-6C aromatic hydrocarbyl or heterocyclyl; Z1a-Z3a, Zd = H, halo, optionally substituted 1-4C alkyl, aromatic carbocyclyl or COOH, OH, NH2, sulphonyl or phosphonic acid or their derivatives; or Z2a+Z3a = optionally substituted aromatic carbocyclyl or heterocyclyl; provided that (a) when Z2a and Z3a are not H when Z1a = H, halo sulphonyl, heterocylyl or OH or NH2 and their derivatives and Ya = optionally substituted 1-6C aliphatic hydrocarbyl; and (b) the following compounds are excluded (IA) in which (1) Z1a and Z2a = H; and Xa = S, Ya = Me or benzyl; and Z3a = methoxycarbonyl; or Xa = O or N, Ya = benzyl, Z3a = carboxy o r methoxycarbonyl; (2) Xa = N or O, Z1a, Z3a = H and Z2a = carboxy or methoxycarbonyl; (3) Xa = O, Z1a = OH or its derivative and Z3 = amino or its derivative; (4) Xa = S, Y1a = phenyl, Z1a = dimethoxymethyl and Z2a, Z3a = H; (5) Xa = O, Y1a = Me, Z1a = 1-methoxy-1-phenylthiomethyl and Z2a, Z3a = H; (6) Za = S, SO or SO2, Z2a = OH or its derivative and Z3a = H; Yb = optionally substituted 7-20C aliphatic hydrocarbyl, 3-6C aromatic hydrocarbyl or heterocyclyl; or 1-6C aliphatic hydrocarbyl optionally substituted by COW1, NHCOV1 or amino or its derivative (optionally substituted by 1 or more optionally substituted aromatic heterocyclyl); W1 = amino optionally substituted by 1 or more optionally substituted aromatic carbocyclyl or heterocyclyl); V1 = carboxy or its derivative (optionally substituted by 2-5C alkyl containing 4-11 halo); Zb = OH, OR1, NHCOR2, NHSO2R21, heterocyclyl, halo, H, or carboxy, sulphonyl or phosphoric acid or their derivatives or optionally substituted 1-4C alkyl;R1 = optionally substituted 1-4C alkyl or 1-5C acyl; R2 = optionally substituted 1-4C alkyl; R21 = optionally substituted 1-4C alkyl or phenyl; Yc = optionally substituted 1-6C aliphatic hydrocarbyl or 3-6C aromatic carbocyclyl or heterocyclyl; Z1c-Z3c = H, halo, aromatic heterocyclyl, optionally substituted 1-4C alkyl or alkenyl or OH, NH2 or COOH or their derivatives; excluding (IC) in which (a) Xc = O or NH and Z3a-Z3c = H or OH or its derivatives; Ad, Af = optionally substituted 1-4C aliphatic hydrocarbyl, aromatic carbocyclic or heterocyclyl or saturated heterocyclyl; Bd, Bf = H or optionally substituted 1-4C aliphatic hydrocarbyl; or Ad+Bd = optionally substituted 3,4,6 or 7C cycloalkane-1-one; or Af+Bf = optionally substituted 3-7C cycloalkan-1-one or aliphatic hydrocarbyl or heterocyclyl-3-7C cycloalkan-1-one; Yd = optionally substituted 1-6C aliphatic hydrocarbyl or 3-6C aromatic carbocyclyl or heterocyclyl; provided that Ad, Bd are not cyclopropane when (1) Xd = O, Yd = Me, n-octyl,or n-hexadecyl and Zd = methoxycarbonyl; (2) Xd = O, Yd = benzyl and Zd = benzyloxymethyl; (3) Xd = O, Yd = trityl and Zd = trityloxymethyl; or (b) Ad = unsubstituted benzene, Bd = H, Xd = S, Yd = Me, Et or isopropyl and Zd = carboxy; Xf, Yf = optionally substituted 1-10C hydrocarbyl; or NXfYf = heterocyclyl; Zf = halo, aromatic heterocyclyl, optionally substituted 1-4C alkyl or alkenyl or OH, NH2 or COOH or their derivatives; excluding (IF) in which Af = unsubstituted benzene, Bf = H, NXfYf = piperazine and Zf = carboxy.