KR920016405A - Pantothenic Acid Derivatives - Google Patents

Abstract

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Description

Pantothenic Acid Derivatives

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Claims (23)

A compound of formula (I) [Wherein, R ¹ and R ² are the same or different and each is a hydrogen atom or a hydroxyl group protecting group; R ³ is a saturated or unsaturated, straight, branched or cyclic, monovalent C ₅ to C ₂₅ -aliphatic hydrocarbon group which may be substituted by an aromatic group, or a formula Wherein R ⁴ is a saturated or unsaturated, straight, branched or cyclic, monovalent C ₅ to C ₂₅ -aliphatic hydrocarbon group which may be substituted by an aromatic group; R ⁵ may be substituted by a hydrogen atom or an aromatic group Saturated or unsaturated, straight chain, branched or cyclic, monovalent hydrocarbon group); Q is (a) a group of the formula -X ¹ -AY ¹ -wherein A is a saturated or unsaturated, straight, branched or cyclic, divalent C ₂ -C ₁₆ -aliphatic hydrocarbon group which may be substituted by an aromatic group A hydrocarbon group or a divalent aromatic heterocyclic group; one of X ¹ and Y ¹ is The other is -O-, -S- or (Wherein R ⁶ and R ⁷ are each a hydrogen atom or a lower alkali group), (b) a group of formula -X ^2- (CH ₂ ) _L -Y ^2- (where X ² and Y ² are Is And the other is -O-, S- or (Meal, Is a 4 to 7-membered nitrogen-containing aromatic heterocyclic group; R ⁶ is a hydrogen atom or a lower alkyl group; ℓ is 0.1 or 2), or (c) In which m is 2 or 3; n is an integer of 1 to 4]. The compound of claim 1, wherein R ¹ and R ² are the same or different and each is a hydrogen atom; Lower alkyl; Benzyl groups which may be optionally substituted by halogen atoms, lower alkoxy groups, nitro groups or cyano groups; 5- or 6-membered saturated heterocyclic group containing N, S or O as a hetero atom; Or an acyl group; R ¹ and R ² are bonded to each other to form 1-t-butylethylidene group, 1-phenyl ethylidene group, isopropylidene group, butylidene group, cyclopentylidene group, cyclohexylidene group, cycloheptidene group, A compound which forms an iridene group chosen from a benzylidene group, a p-methoxy-belzylidene group, a 2, 4- dimethoxybenzylidene group, a p-dimethylaminobenzylidene group, and o-nitrobenzylidene group. The saturated or unsaturated, straight chain, branched or cyclic, monovalent aliphatic hydrocarbon group represented by R ³ , R ⁴ or R ⁵ is an alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group, a cycloalkylalkyl group, A compound selected from the group consisting of a cycloalkenylalkyl group, an alkylcycloalkyl group, an alkenylcycloacyl group, an alkylcycloalkenyl group and an alkynylcycloalkenyl group. The saturated or unsaturated, straight chain, branched or cyclic, monovalent aliphatic hydrocarbon group substituted by an aromatic group represented by R ³ , R ⁴ or R ⁵ is an alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group or a cycloalke. A compound selected from the group consisting of a silyl group, a cycloalkylalkyl group, a cycloalkenylalkyl group, an alkylcycloalkyl group, an alkenylcycloalkyl group, an alkylcycloalkenyl group and an alkynylcycloalkenyl group, each of which is substituted by an aromatic group. The compound of claim 1, wherein R ³ is a C ₈ -C ₂₂ -monovalent aliphatic hydrocarbon group. The compound of claim 1, wherein R ³ is a C ₈ -C ₂₂ -monoaliphatic hydrocarbon group substituted by an aromatic group. A compound according to claim 1, wherein R ⁴ is a C ₈ -C ₂₂ -monovalent aliphatic hydrocarbon group, and R ⁵ is a hydrogen atom or a C ₁ -C ₁₀ -monovalent aliphatic hydrocarbon group. The compound of claim 5, wherein R ⁴ and R ⁵ have 5 to 25 carbon atoms. A C ₅ -C ₂₅ -alkyl group according to claim 1, wherein R ³ is linear or has a side chain at its 1-position; C ₁₂ -C ₁₈ -alkenyl group having straight chain or branched at 1-position thereof; C ₈ -C ₁₈ -alkyl-C | ₄ ~ C ₆ - cycloalkyl group; C ₈ ~ C ₂₀ - alkyl group or a C ₈ ~ C ₂₀ - substituted amino group substituted by an alkenyl group; And a group selected from the group consisting of amino groups having 8 to 20 carbon atoms substituted by alkyl or alkenyl groups. The compound of claim 1, wherein Q is a group of formula-X ¹ -AY ¹ -wherein X ¹ , Y ¹ and A are as defined in claim ¹ . A compound according to claim 10, wherein A is a straight or branched C ₂ -C ₁₀ -alkylene group; C ₅ -C ₇ -cycloalkyl-C ₂ -C ₅ -alkylene group; C ₅ -C ₇ -cycloalkylene group; C ₄ -C ₈ -alkenylene group; C ₄ -C ₈ -alkynylene group; C ₅ -C ₇ -cycloalkylene-C ₁ -C ₅ -alkylene group; C ₂ -C | substituted by an aryl group or a hetero aryl group | ₅ -alkylene group; and a group compound selected from the group consisting of phenylene group. The compound of claim 10, wherein ^one of X ¹ and Y ¹ is —NH— or The other is -O-, -S-, -NH- or Phosphorus compounds. 2. The compound of claim 1, wherein Q is a group of formula—X ² — (CH ₂ ) —Y ² —, wherein X ² and Y ² are as defined in claim 1. ³ . The compound of claim 13, wherein one of X ² and Y ² is a formula or Group, and the other is -O-, -S- or Phosphorus compounds. The method of claim 1, wherein Q is Wherein the group is the same as defined in claim 1. The compound of claim 1 as a pharmaceutically active substance. The compound of claim 1 as an ACAT inhibitor. (a) reacting a compound of formula (II) with a compound of formula (III) or (IV), or (b) reacting a compound of formula (V) with a compound of formula (VI) Or (c) removing the hydroxyl group protecting group of the compound of formula (I-1) below. [Wherein, R ¹¹ and R ²¹ are the same or different and each is a protected hydroxyl group; Z ¹ is a hydrogen atom, a halogen atom, an alkoxy group, or a substituted or unsubstituted phenyloxy group; Q, n, R ³ and R ⁴ are the same as defined in claim 1]. A medicament containing at least one compound of formula (I) according to claim 1. A pharmaceutical composition comprising a therapeutically effective amount of at least one compound of formula (I) of claim 1 and a pharmaceutical adjuvant. An ACAT inhibitor comprising as an active ingredient at least one compound of formula (I) according to claim 1. A method of preventing or treating hyperlipidemia, arteriosclerosis, angina pectoris, myocardial infarction or thrombosis, characterized in that a therapeutically effective amount of at least one compound of formula (I) is administered to a patient. Use of the compound of formula (I) according to claim 1 for the preparation of a prophylactic agent for hyperlipidemia, ileosclerosis, angina pectoris, myocardial infarction or thrombosis. ※ Note: This is to be disclosed by the original application.