GB1151394A - Pyridoxal Derivatives and preparation thereof - Google Patents
Pyridoxal Derivatives and preparation thereofInfo
- Publication number
- GB1151394A GB1151394A GB30156/67A GB3015667A GB1151394A GB 1151394 A GB1151394 A GB 1151394A GB 30156/67 A GB30156/67 A GB 30156/67A GB 3015667 A GB3015667 A GB 3015667A GB 1151394 A GB1151394 A GB 1151394A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- alkoxycarbonyl
- alkylthio
- carboxy
- pyridoxal
- 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.)
- Expired
Links
- 150000003223 pyridoxals Chemical class 0.000 title abstract 3
- RADKZDMFGJYCBB-UHFFFAOYSA-N Pyridoxal Chemical compound CC1=NC=C(CO)C(C=O)=C1O RADKZDMFGJYCBB-UHFFFAOYSA-N 0.000 abstract 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 4
- 125000004414 alkyl thio group Chemical group 0.000 abstract 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 229960003581 pyridoxal Drugs 0.000 abstract 2
- 235000008164 pyridoxal Nutrition 0.000 abstract 2
- 239000011674 pyridoxal Substances 0.000 abstract 2
- LHDNJGACYDBVOP-UHFFFAOYSA-N 5-(hydroxymethyl)-4-methanimidoylpyridin-3-ol Chemical class C(=N)C1=C(C=NC=C1O)CO LHDNJGACYDBVOP-UHFFFAOYSA-N 0.000 abstract 1
- 101100188552 Arabidopsis thaliana OCT3 gene Proteins 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 125000001476 phosphono group Chemical group [H]OP(*)(=O)O[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/65—One oxygen atom attached in position 3 or 5
- C07D213/66—One oxygen atom attached in position 3 or 5 having in position 3 an oxygen atom and in each of the positions 4 and 5 a carbon atom bound to an oxygen, sulphur, or nitrogen atom, e.g. pyridoxal
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/576—Six-membered rings
- C07F9/58—Pyridine rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
Abstract
1,151,394. Pyridoxal derivatives. FUJISAWA PHARMACEUTICAL CO. Ltd. 29 June, 1967 [29 June, 1966; 2 July, 1966; 8 July, 1966; 11 July, 1966; 30 Sept., 1966; 3 Oct., 1966], No. 30156/67. Heading C2V. The invention comprises pyridoxal derivatives of formula where R<SP>1</SP> is an alkyl group which may be substituted by carboxy, alkoxy, alkylthio, alkoxycarbonyl, aryl, carbamoyl or a heterocyclic group, or R<SP>1</SP> may be an aryl group which may be substituted by a halogen, carboxy, alkyl, alkoxy, alkylthio, alkoxycarbonyl or carbamoyl, R<SP>2</SP> is an acyl group and R<SP>3</SP> is a hydrogen atom or an acyl or phosphono group, or R<SP>2</SP> may be a hydrogen atom when R<SP>3</SP> is a hydrogen atom and R<SP>1</SP> is an alkyl group substituted by carboxy, alkoxy, alkylthio, alkoxycarbonyl or a heterocyclic group, or R<SP>1</SP> is aryl substituted with carboxy, alkylthio, alkoxycarbonyl or carbamoyl. The compounds of Formula (I) may be prepared by reacting pyridoxal with an amine R<SP>1</SP>-NH 2 to obtain a 4- formimidoyl - 5 - hydroxy - 3 - pyridinemethanol derivative of formula and then reacting this compound (III) with an acylating agent. Alternatively pyridoxal may be reacted with an acylating agent to obtain 1,7 - diacyloxy - 1,3 - dihydrofuro - [3,4-c]- pyridine derivative of formula hydrolysing the compound (IV) to obtain a 1 - acyloxy - 7 - hydroxy - 1,3 - dihydrofuro- [3,4-c]-pyridine derivative of formula and then reacting the compound (V) with an amine R<SP>1</SP>-NH 2 to obtain the 4-formimidoyl- 5 - acyloxy - 3 - pyridinemethanol derivative of Formula (I) above. Examples are given.
Applications Claiming Priority (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4261466 | 1966-06-29 | ||
| JP4308966 | 1966-07-02 | ||
| JP4455566 | 1966-07-08 | ||
| JP4415566 | 1966-07-08 | ||
| JP4551466 | 1966-07-11 | ||
| JP4554466 | 1966-07-11 | ||
| JP4919566 | 1966-07-26 | ||
| JP6452866 | 1966-09-30 | ||
| JP6505266 | 1966-10-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1151394A true GB1151394A (en) | 1969-05-07 |
Family
ID=27576944
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB30156/67A Expired GB1151394A (en) | 1966-06-29 | 1967-06-29 | Pyridoxal Derivatives and preparation thereof |
Country Status (3)
| Country | Link |
|---|---|
| FR (1) | FR8444M (en) |
| GB (1) | GB1151394A (en) |
| NL (1) | NL6709033A (en) |
-
1967
- 1967-06-28 NL NL6709033A patent/NL6709033A/xx unknown
- 1967-06-28 FR FR112206A patent/FR8444M/fr not_active Expired
- 1967-06-29 GB GB30156/67A patent/GB1151394A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR8444M (en) | 1971-07-23 |
| NL6709033A (en) | 1968-01-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |