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Patent · US4045482A · A · US

4-(3-Isopropylamino-2-hydroxypropoxy indene

(11) Publication number
US4045482A
(21) Application number
US-56809775-A
(22) Filing date
1975-04-14
(30) Priority date
1968-11-12
(43) Publication date
1977-08-30
(45) Date of grant
1977-08-30
(51) IPC
A61K 31/135; F16B 2/06
(52) CPC
  • A61K Preparations for medical, dental or toiletry purposes: 31/135
  • F16B Devices for fastening or securing constructional elements or machine parts together, e.g. nails, bolts, circlips, clamps, clips or wedges; joints or jointing: 2/06
(73) Assignee
YAMANOUCHI PHARMA CO LTD
(72) Inventors
MURAKAMI MASUO; MURASE KIYOSHI; NIIGATA KUNIHIRO; TACHIKAWA SHIRO; TAKENAKA TOICHI
(54) Title
4-(3-Isopropylamino-2-hydroxypropoxy indene
(57) Abstract

Novel indene derivatives represented by the general formula wherein R represents lower alkyl, phenylloweralkyl or lower cycloalkyl, and acid addition salts thereof useful as beta -receptor antagonists.

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Claims (4)

  1. A compound selected from the group consisting of 4-(3-isopropylamino-2-hydroxypropoxy)indene and a non-toxic acid addition salt thereof.
  2. A compound as claimed in claim 1, which is (±)-4-(3-isopropylamino-2-hydroxypropoxy)indene or a non-toxic acid addition salt thereof.
  3. A compound as claimed in claim 1, which is (+)-4-(3-isopropylamino-2-hydroxypropoxy)indene or a non-toxic acid addition salt thereof.
  4. A compound as claimed in claim 1, which is (-)-4-(3-isopropylamino-2-hydroxypropoxy)indene or a non-toxic acid addition salt thereof.

Description

This application is a continuation of Ser. No. 141,936, filed May 10, 1971, now abandoned which in turn is a continuation-in-part of Ser. No. 876,070, filed Nov. 12, 1969, now abandoned. This invention relates to novel indene derivatives having valuable therapeutic properties, non-toxic salts thereof, and to processes for their production. The therapeutically active compounds of this invention are represented by the general formula ##STR2## wherein R represents a lower alkyl, phenylloweralkyl or lower cycloalkyl group. The term "lower alkyl" as used herein means both straight and branched chain aliphatic hydrocarbon groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, amyl, hexyl, etc. The term "phenylloweralkyl", which may contain more than one phenyl group, is represented by groups such as benzyl, diphenylmethyl, β-phenylisopropyl, etc. The term "lower cycloalkyl" is represented by groups such as cyclopentyl and cyclohexyl, etc. The compounds I of the present invention can be prepared by reacting a compound of the general formula ##STR3## wherein A represents a hydrogen atom or a 2,3-epoxypropyl group with an amine of the general formula

B-NH-R (III) wherein R is defined as above and B represents a 3-halogeno-2-hydroxypropyl group when A is a hydrogen atom; and when A is a 2,3-epoxypropyl group, B is a hydrogen atom.

Citations (8)

  • US3051709A
  • US3159634A
  • US3234211A
  • US3415873A
  • US3504092A
  • US3534084A
  • US3534085A
  • US3534086A
Record as JSON
{
  "publication_number": "US4045482A",
  "country": "US",
  "kind": "A",
  "title": "4-(3-Isopropylamino-2-hydroxypropoxy indene",
  "abstract": "Novel indene derivatives represented by the general formula wherein R represents lower alkyl, phenylloweralkyl or lower cycloalkyl, and acid addition salts thereof useful as beta -receptor antagonists.",
  "claims": [
    "1. A compound selected from the group consisting of 4-(3-isopropylamino-2-hydroxypropoxy)indene and a non-toxic acid addition salt thereof.",
    "2. A compound as claimed in claim 1, which is (±)-4-(3-isopropylamino-2-hydroxypropoxy)indene or a non-toxic acid addition salt thereof.",
    "3. A compound as claimed in claim 1, which is (+)-4-(3-isopropylamino-2-hydroxypropoxy)indene or a non-toxic acid addition salt thereof.",
    "4. A compound as claimed in claim 1, which is (-)-4-(3-isopropylamino-2-hydroxypropoxy)indene or a non-toxic acid addition salt thereof."
  ],
  "description_excerpt": "This application is a continuation of Ser. No. 141,936, filed May 10, 1971, now abandoned which in turn is a continuation-in-part of Ser. No. 876,070, filed Nov. 12, 1969, now abandoned. This invention relates to novel indene derivatives having valuable therapeutic properties, non-toxic salts thereof, and to processes for their production. The therapeutically active compounds of this invention are represented by the general formula ##STR2## wherein R represents a lower alkyl, phenylloweralkyl or lower cycloalkyl group. The term \"lower alkyl\" as used herein means both straight and branched chain aliphatic hydrocarbon groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, amyl, hexyl, etc. The term \"phenylloweralkyl\", which may contain more than one phenyl group, is represented by groups such as benzyl, diphenylmethyl, β-phenylisopropyl, etc. The term \"lower cycloalkyl\" is represented by groups such as cyclopentyl and cyclohexyl, etc. The compounds I of the present invention can be prepared by reacting a compound of the general formula ##STR3## wherein A represents a hydrogen atom or a 2,3-epoxypropyl group with an amine of the general formula\n\nB-NH-R (III) wherein R is defined as above and B represents a 3-halogeno-2-hydroxypropyl group when A is a hydrogen atom; and when A is a 2,3-epoxypropyl group, B is a hydrogen atom.",
  "cpc": [
    "A61K 31/135",
    "F16B 2/06"
  ],
  "ipc": [
    "A61K 31/135",
    "F16B 2/06"
  ],
  "assignees": [
    "YAMANOUCHI PHARMA CO LTD"
  ],
  "inventors": [
    "MURAKAMI MASUO",
    "MURASE KIYOSHI",
    "NIIGATA KUNIHIRO",
    "TACHIKAWA SHIRO",
    "TAKENAKA TOICHI"
  ],
  "filing_date": "1975-04-14",
  "publication_date": "1977-08-30",
  "grant_date": "1977-08-30",
  "priority_date": "1968-11-12",
  "application_number": "US-56809775-A",
  "family_id": "27465490",
  "citations": [
    "US3051709A",
    "US3159634A",
    "US3234211A",
    "US3415873A",
    "US3504092A",
    "US3534084A",
    "US3534085A",
    "US3534086A"
  ]
}

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