GB1157277A - Cyclopropylpiperazinoalkyl-Phenothiazines and process for preparing the same - Google Patents
Cyclopropylpiperazinoalkyl-Phenothiazines and process for preparing the sameInfo
- Publication number
- GB1157277A GB1157277A GB3755866A GB3755866A GB1157277A GB 1157277 A GB1157277 A GB 1157277A GB 3755866 A GB3755866 A GB 3755866A GB 3755866 A GB3755866 A GB 3755866A GB 1157277 A GB1157277 A GB 1157277A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenothiazine
- cyclopropyl
- general formula
- cyclopropylamine
- trifluoromethyl
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 8
- HNZJIWIXRPBFAN-UHFFFAOYSA-N 1-cyclopropylpiperazine Chemical compound C1CC1N1CCNCC1 HNZJIWIXRPBFAN-UHFFFAOYSA-N 0.000 abstract 5
- 238000006243 chemical reaction Methods 0.000 abstract 5
- 229910052801 chlorine Inorganic materials 0.000 abstract 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 4
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 abstract 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 4
- HTJDQJBWANPRPF-UHFFFAOYSA-N Cyclopropylamine Chemical compound NC1CC1 HTJDQJBWANPRPF-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 238000010438 heat treatment Methods 0.000 abstract 3
- 229950000688 phenothiazine Drugs 0.000 abstract 3
- 150000002990 phenothiazines Chemical class 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Chemical group 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 229940066767 systemic antihistamines phenothiazine derivative Drugs 0.000 abstract 2
- AFYOXFFXZKGGNN-UHFFFAOYSA-N 1-cyclopropyl-4-(4-methylphenyl)sulfonylpiperazine Chemical compound C1=CC(C)=CC=C1S(=O)(=O)N1CCN(C2CC2)CC1 AFYOXFFXZKGGNN-UHFFFAOYSA-N 0.000 abstract 1
- BZEJZIAESDBOJX-UHFFFAOYSA-N 10-(3-chloropropyl)-2-(trifluoromethyl)phenothiazine Chemical compound C1=CC=C2N(CCCCl)C3=CC(C(F)(F)F)=CC=C3SC2=C1 BZEJZIAESDBOJX-UHFFFAOYSA-N 0.000 abstract 1
- RKGYJVASTMCSHZ-UHFFFAOYSA-N 2-(trifluoromethyl)-10H-phenothiazine Chemical compound C1=CC=C2NC3=CC(C(F)(F)F)=CC=C3SC2=C1 RKGYJVASTMCSHZ-UHFFFAOYSA-N 0.000 abstract 1
- XYHTUWIIOASELB-UHFFFAOYSA-N 3-(4-cyclopropylpiperazin-1-yl)propan-1-ol Chemical compound C1CN(CCCO)CCN1C1CC1 XYHTUWIIOASELB-UHFFFAOYSA-N 0.000 abstract 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- MFESCIUQSIBMSM-UHFFFAOYSA-N I-BCP Chemical compound ClCCCBr MFESCIUQSIBMSM-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 230000003474 anti-emetic effect Effects 0.000 abstract 1
- 239000012320 chlorinating reagent Substances 0.000 abstract 1
- 238000005660 chlorination reaction Methods 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N iso-butyl alcohol Natural products CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 230000002936 tranquilizing effect Effects 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3755866A GB1157277A (en) | 1966-08-22 | 1966-08-22 | Cyclopropylpiperazinoalkyl-Phenothiazines and process for preparing the same |
| BE685833D BE685833A (enrdf_load_stackoverflow) | 1966-08-22 | 1966-08-22 | |
| FR73685A FR5681M (enrdf_load_stackoverflow) | 1966-08-22 | 1966-08-22 | |
| NL6611786A NL6611786A (enrdf_load_stackoverflow) | 1966-08-22 | 1966-08-22 |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3755866A GB1157277A (en) | 1966-08-22 | 1966-08-22 | Cyclopropylpiperazinoalkyl-Phenothiazines and process for preparing the same |
| FR73685A FR5681M (enrdf_load_stackoverflow) | 1966-08-22 | 1966-08-22 | |
| BE685833 | 1966-08-22 | ||
| NL6611786A NL6611786A (enrdf_load_stackoverflow) | 1966-08-22 | 1966-08-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1157277A true GB1157277A (en) | 1969-07-02 |
Family
ID=27424860
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3755866A Expired GB1157277A (en) | 1966-08-22 | 1966-08-22 | Cyclopropylpiperazinoalkyl-Phenothiazines and process for preparing the same |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE685833A (enrdf_load_stackoverflow) |
| FR (1) | FR5681M (enrdf_load_stackoverflow) |
| GB (1) | GB1157277A (enrdf_load_stackoverflow) |
| NL (1) | NL6611786A (enrdf_load_stackoverflow) |
-
1966
- 1966-08-22 NL NL6611786A patent/NL6611786A/xx unknown
- 1966-08-22 GB GB3755866A patent/GB1157277A/en not_active Expired
- 1966-08-22 FR FR73685A patent/FR5681M/fr not_active Expired
- 1966-08-22 BE BE685833D patent/BE685833A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL6611786A (enrdf_load_stackoverflow) | 1968-02-23 |
| FR5681M (enrdf_load_stackoverflow) | 1968-01-08 |
| BE685833A (enrdf_load_stackoverflow) | 1967-02-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |