KR830009108A - 페니실란산 1,1-디옥사이드의 수난용성 염의 제조방법 - Google Patents
페니실란산 1,1-디옥사이드의 수난용성 염의 제조방법 Download PDFInfo
- Publication number
- KR830009108A KR830009108A KR1019820000413A KR820000413A KR830009108A KR 830009108 A KR830009108 A KR 830009108A KR 1019820000413 A KR1019820000413 A KR 1019820000413A KR 820000413 A KR820000413 A KR 820000413A KR 830009108 A KR830009108 A KR 830009108A
- Authority
- KR
- South Korea
- Prior art keywords
- dioxide
- salt
- phenylethylamine
- benzyl
- acid
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims 11
- 150000003839 salts Chemical class 0.000 title claims 8
- 238000000034 method Methods 0.000 title claims 4
- UPABQMWFWCMOFV-UHFFFAOYSA-N benethamine Chemical compound C=1C=CC=CC=1CNCCC1=CC=CC=C1 UPABQMWFWCMOFV-UHFFFAOYSA-N 0.000 claims 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 6
- BWLUMTFWVZZZND-UHFFFAOYSA-N Dibenzylamine Chemical compound C=1C=CC=CC=1CNCC1=CC=CC=C1 BWLUMTFWVZZZND-UHFFFAOYSA-N 0.000 claims 5
- JUHORIMYRDESRB-UHFFFAOYSA-N benzathine Chemical compound C=1C=CC=CC=1CNCCNCC1=CC=CC=C1 JUHORIMYRDESRB-UHFFFAOYSA-N 0.000 claims 5
- -1 alkali metal salt Chemical class 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims 2
- 239000003125 aqueous solvent Substances 0.000 claims 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 150000002170 ethers Chemical class 0.000 claims 2
- 150000002576 ketones Chemical class 0.000 claims 2
- 229910000077 silane Inorganic materials 0.000 claims 2
- QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical group C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 claims 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- LUXIMSHPDKSEDK-UHFFFAOYSA-N bis(disilanyl)silane Chemical compound [SiH3][SiH2][SiH2][SiH2][SiH3] LUXIMSHPDKSEDK-UHFFFAOYSA-N 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- ACYBVNYNIZTUIL-UHFFFAOYSA-N n'-benzylethane-1,2-diamine Chemical class NCCNCC1=CC=CC=C1 ACYBVNYNIZTUIL-UHFFFAOYSA-N 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 239000002244 precipitate Substances 0.000 claims 1
- 239000000376 reactant Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D499/04—Preparation
- C07D499/14—Preparation of salts
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (4)
- 화학양론적 양의 페니실란산 1,1-디옥사이드을 N,N'-디벤질에틸렌디아민, N-벤질-2-페닐에틸아민 또는 디벤질아민과 불활성 용매 중에서 접촉 반응(i)시키거나, 또는 화학양론적 양의 페니실산산 1,1-디옥사이드의 수용성 염을 N,N'-디벤질에틸렌디아민, N-벤질-2-페닐에틸아민 또는 벤질아민의 수용성염과 실질적으로 수성 용매 중에서 생성되는 염이 모두 침전되는 농도로 접촉 반응(ii)시키거나, 또는 화학양론적 양의 페니실란산 1,1-디옥사이드를 N,N'-디벤질에틸렌다이민, N-벤질-2-페닐에틸아민 또는 디벤질아민과 약산으로부터 생성되는 염과 반응물질은 가용성이나 생성염은 난용성인 용매중에서 접촉 반응(iii)시킴을 특징으로 하여 페니실란산 1,1-디옥사이드의 1:2 N,N'-디벤질에틸렌디아민염, 페니실란산 1,1-디옥사이드의 N-벤질-2-페닐에틸아민염 및 페니실란산 1,1-디옥사이드의 디벤질아민염 중에서 선택되는 페니실란산 1,1-디옥사이드의 수난용성 염의 제조방법.
- 제1항에 있어서, 화학양론적 양의 페니실란산 1,1-디옥사이드를 N,N'-디벤질에틸렌디아민, N-벤질-2-페닐에틸아민 또는 디벤질아민과 -20 내지 30℃온도하의 저급 알칸올류, 저 분자량케톤류, 저분자량에테르류, 저분자량에스테르류, 아세토니트릴, 포름아미드, N,N-디메틸포름아미드, N,N-디메틸아세트아미드 및 디메틸술폭시드 중에서 선택되는 용매 중에서 접촉 반응시킴을 특징으로 하는 방법.
- 제1항에 있어서, 화학양론멸 양의 페니실란산 1,1-디옥사이드의 알카리금속염 또는 저 분자량 아민염을 N,N'-디벤질에틸렌디아민, N-벤질-2-페닐에틸아민 또는 디벤질아민의 히드로할라이드염 또는 간단한 지방족 카르복시산염과 -20 내지 30℃ 온도하의 실질적으로 수성 용매 중에서 선택되는 염이 모두 침전되는 농도로 접촉 반응시킴을 특징으로 하는 방법.
- 제1항에 있어서, 화학양론적 양의 페니실란산 1,1-디옥사이드를 N,N'-디벤질에틸렌디아민, N-벤질-2-페닐에틸아민 또는 디벤질아민의 간단한 지방족 카르복시산염과 -20 내지 30℃ 온도하의 저급 알칸올류, 저 분자량케톤류, 저 분자량에테르류, 저분량 에스테르 및 아세토니트릴 중에서 선택되는 용매중에서 접촉 반응시킴을 특징으로 하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/230,779 US4331599A (en) | 1981-02-02 | 1981-02-02 | Sparingly water-soluble salts of penicillanic acid 1,1-dioxide |
US230,779 | 1981-02-02 | ||
US230779 | 1981-02-02 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR830009108A true KR830009108A (ko) | 1983-12-17 |
KR850001353B1 KR850001353B1 (ko) | 1985-09-21 |
Family
ID=22866550
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR8200413A KR850001353B1 (ko) | 1981-02-02 | 1982-02-01 | 페니실란산 1,1-디옥사이드의 수 난용성 염의 제조방법 |
Country Status (27)
Country | Link |
---|---|
US (1) | US4331599A (ko) |
EP (1) | EP0057606B1 (ko) |
JP (1) | JPS57146784A (ko) |
KR (1) | KR850001353B1 (ko) |
AR (1) | AR228175A1 (ko) |
AT (1) | ATE13060T1 (ko) |
AU (1) | AU528128B2 (ko) |
CA (1) | CA1178948A (ko) |
DE (1) | DE3263337D1 (ko) |
DK (1) | DK159781C (ko) |
EG (1) | EG15905A (ko) |
ES (1) | ES8304991A1 (ko) |
FI (1) | FI76346C (ko) |
GR (1) | GR74718B (ko) |
GT (1) | GT198273511A (ko) |
IE (1) | IE52287B1 (ko) |
IL (1) | IL64908A (ko) |
MX (3) | MX6982E (ko) |
MY (1) | MY8700500A (ko) |
NO (1) | NO159856C (ko) |
NZ (1) | NZ199620A (ko) |
PH (1) | PH16679A (ko) |
PT (1) | PT74363B (ko) |
SG (1) | SG23087G (ko) |
YU (1) | YU43064B (ko) |
ZA (1) | ZA82623B (ko) |
ZW (1) | ZW382A1 (ko) |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2585432A (en) * | 1948-10-19 | 1952-02-12 | Bristol Lab Inc | Dibenzylamine salts of penicillin |
US2547782A (en) * | 1948-10-26 | 1951-04-03 | Lilly Co Eli | 2-chloroprocaine salt of penicillin |
US2627491A (en) * | 1950-07-15 | 1953-02-03 | Wyeth Corp | Penicillin salts of substituted alkylene diamines |
GB732559A (en) | 1952-08-27 | 1955-06-29 | Glaxo Lab Ltd | A new amine salt of penicillin g |
US3594368A (en) * | 1969-06-11 | 1971-07-20 | American Home Prod | Preparation of n,n'-dibenzylethylene-diamine bis d(-) - alpha - aminobenzylpenicillin trihydrate |
ES397477A1 (es) * | 1971-11-29 | 1975-03-16 | Antibioticos Sa | Procedimiento de preparacion de la sal dibenciletilenodia- minica del acido 6-(d - 2 - amino - 2 - fenilacetamido) - 3,3-dimetil - 7 - oxo - 4 - thio - 1 - azabiciclo (3,2,0)hep- tano-2-carboxilico poco soluble en agua y activa tera. |
JPS6056160B2 (ja) * | 1977-06-07 | 1985-12-09 | フアイザ−・インコ−ポレ−テツド | β−ラクタマ−ゼ阻害剤としてのペニシラン酸1,1−ジオキシド |
US4234579A (en) * | 1977-06-07 | 1980-11-18 | Pfizer Inc. | Penicillanic acid 1,1-dioxides as β-lactamase inhibitors |
IE50650B1 (en) * | 1979-10-11 | 1986-06-11 | Leo Pharm Prod Ltd | Method for producing penicillanic acid derivatives |
US4392081A (en) * | 1981-07-31 | 1983-07-05 | General Electric Company | Lighting unit |
-
1981
- 1981-02-02 US US06/230,779 patent/US4331599A/en not_active Expired - Lifetime
-
1982
- 1982-01-13 ZW ZW3/82A patent/ZW382A1/xx unknown
- 1982-01-29 MX MX829893U patent/MX6982E/es unknown
- 1982-01-29 GT GT198273511A patent/GT198273511A/es unknown
- 1982-01-29 AU AU79971/82A patent/AU528128B2/en not_active Ceased
- 1982-01-29 AR AR288285A patent/AR228175A1/es active
- 1982-02-01 DK DK042882A patent/DK159781C/da active
- 1982-02-01 NZ NZ199620A patent/NZ199620A/en unknown
- 1982-02-01 FI FI820313A patent/FI76346C/fi not_active IP Right Cessation
- 1982-02-01 IL IL64908A patent/IL64908A/xx not_active IP Right Cessation
- 1982-02-01 DE DE8282300501T patent/DE3263337D1/de not_active Expired
- 1982-02-01 IE IE224/82A patent/IE52287B1/en not_active IP Right Cessation
- 1982-02-01 YU YU213/82A patent/YU43064B/xx unknown
- 1982-02-01 PT PT74363A patent/PT74363B/pt not_active IP Right Cessation
- 1982-02-01 CA CA000395289A patent/CA1178948A/en not_active Expired
- 1982-02-01 ES ES509240A patent/ES8304991A1/es not_active Expired
- 1982-02-01 ZA ZA82623A patent/ZA82623B/xx unknown
- 1982-02-01 EP EP82300501A patent/EP0057606B1/en not_active Expired
- 1982-02-01 PH PH26813A patent/PH16679A/en unknown
- 1982-02-01 NO NO820289A patent/NO159856C/no unknown
- 1982-02-01 GR GR67161A patent/GR74718B/el unknown
- 1982-02-01 AT AT82300501T patent/ATE13060T1/de not_active IP Right Cessation
- 1982-02-01 JP JP57014713A patent/JPS57146784A/ja active Granted
- 1982-02-01 KR KR8200413A patent/KR850001353B1/ko active
- 1982-02-02 EG EG46/82A patent/EG15905A/xx active
-
1986
- 1986-10-06 MX MX582686A patent/MX5826A/es unknown
- 1986-10-06 MX MX582586A patent/MX5825A/es unknown
-
1987
- 1987-03-09 SG SG230/87A patent/SG23087G/en unknown
- 1987-12-30 MY MY500/87A patent/MY8700500A/xx unknown
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