FR2428033A1 - Anticonvulsant omega-sulphamoyl:alkyl-1,2-benzisoxazole derivs. - e.g. prepd. from 1,2-benzimidazole-3-methane sulphonic acid chloride and ammonia - Google Patents

Anticonvulsant omega-sulphamoyl:alkyl-1,2-benzisoxazole derivs. - e.g. prepd. from 1,2-benzimidazole-3-methane sulphonic acid chloride and ammonia

Info

Publication number
FR2428033A1
FR2428033A1 FR7817345A FR7817345A FR2428033A1 FR 2428033 A1 FR2428033 A1 FR 2428033A1 FR 7817345 A FR7817345 A FR 7817345A FR 7817345 A FR7817345 A FR 7817345A FR 2428033 A1 FR2428033 A1 FR 2428033A1
Authority
FR
France
Prior art keywords
benzisoxazole
ethyl acetate
sulphamoyl
derivs
omega
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
FR7817345A
Other languages
French (fr)
Other versions
FR2428033B1 (en
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Dainippon Pharmaceutical Co Ltd
Original Assignee
Dainippon Pharmaceutical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Dainippon Pharmaceutical Co Ltd filed Critical Dainippon Pharmaceutical Co Ltd
Priority to FR7817345A priority Critical patent/FR2428033A1/en
Publication of FR2428033A1 publication Critical patent/FR2428033A1/en
Application granted granted Critical
Publication of FR2428033B1 publication Critical patent/FR2428033B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
    • C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
    • C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/20—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings condensed with carbocyclic rings or ring systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

omega-Sulphamoylalkyl-1,2-benziosoxazole derivs. are of formula (I). In the formula, X is H, halogen (pref. at 5 or 6-position) or CF3. R1 and R2 are H, 1-3C alkyl (pref. methyl, ethyl or isopropyl) or hydroxy (except when R1 and R2 are hydroxyl or = 4-methyl-1-piperazinyl. n is 1-3. A specific (I) is 3-sulphamoylmethyl-1,2-benzisoxazole. (I) and alkali metal salts have anticonvulsant activity. In an example, an ethyl acetate soln. of 1,2-benzisoxazole-3-methanesulphonic acid chloride is ice-cooled and saturated with ammonia gas. The resultant mixture is allowed to stand at room temp. for 1 hr., filtered to remove insolubles and then distilled to remove ethyl acetate. The residue is washed with a small amt. of ethyl acetate and recrystallised from ethyl acetate to give sulphamoyl-methyl-1,2-benzisoxazole, m. pt. 160-163 degrees C.
FR7817345A 1978-06-09 1978-06-09 Anticonvulsant omega-sulphamoyl:alkyl-1,2-benzisoxazole derivs. - e.g. prepd. from 1,2-benzimidazole-3-methane sulphonic acid chloride and ammonia Granted FR2428033A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7817345A FR2428033A1 (en) 1978-06-09 1978-06-09 Anticonvulsant omega-sulphamoyl:alkyl-1,2-benzisoxazole derivs. - e.g. prepd. from 1,2-benzimidazole-3-methane sulphonic acid chloride and ammonia

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7817345A FR2428033A1 (en) 1978-06-09 1978-06-09 Anticonvulsant omega-sulphamoyl:alkyl-1,2-benzisoxazole derivs. - e.g. prepd. from 1,2-benzimidazole-3-methane sulphonic acid chloride and ammonia

Publications (2)

Publication Number Publication Date
FR2428033A1 true FR2428033A1 (en) 1980-01-04
FR2428033B1 FR2428033B1 (en) 1980-11-21

Family

ID=9209321

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7817345A Granted FR2428033A1 (en) 1978-06-09 1978-06-09 Anticonvulsant omega-sulphamoyl:alkyl-1,2-benzisoxazole derivs. - e.g. prepd. from 1,2-benzimidazole-3-methane sulphonic acid chloride and ammonia

Country Status (1)

Country Link
FR (1) FR2428033A1 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003020708A1 (en) * 2001-08-30 2003-03-13 Teva Pharmaceutical Industries Ltd. Zonisamide intermediate and synthesis
US6841683B2 (en) 2001-08-30 2005-01-11 Teva Pharmaceutical Industries Ltd. Sulfonation method for zonisamide intermediate in zonisamide synthesis and their novel crystal forms
US6900333B2 (en) 2003-01-13 2005-05-31 Dainippon Pharmaceutical Co., Ltd. Process for the preparation of 1, 2-dichlorethane free crystals of zonisamide
US7015330B2 (en) * 2001-08-30 2006-03-21 Teva Pharmaceutical Industries Ltd. Sulfonation method for zonisamide intermediate in zonisamide synthesis and their novel crystal forms

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003020708A1 (en) * 2001-08-30 2003-03-13 Teva Pharmaceutical Industries Ltd. Zonisamide intermediate and synthesis
US6841683B2 (en) 2001-08-30 2005-01-11 Teva Pharmaceutical Industries Ltd. Sulfonation method for zonisamide intermediate in zonisamide synthesis and their novel crystal forms
US7015330B2 (en) * 2001-08-30 2006-03-21 Teva Pharmaceutical Industries Ltd. Sulfonation method for zonisamide intermediate in zonisamide synthesis and their novel crystal forms
US6900333B2 (en) 2003-01-13 2005-05-31 Dainippon Pharmaceutical Co., Ltd. Process for the preparation of 1, 2-dichlorethane free crystals of zonisamide

Also Published As

Publication number Publication date
FR2428033B1 (en) 1980-11-21

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