CU20070264A7 - DERIVATIVES OF CINAMIC ACIDS AS ANTIMALÁRICOS Y ANTIFÚNGIC AGENTS - Google Patents
DERIVATIVES OF CINAMIC ACIDS AS ANTIMALÁRICOS Y ANTIFÚNGIC AGENTSInfo
- Publication number
- CU20070264A7 CU20070264A7 CU20070264A CU20070264A CU20070264A7 CU 20070264 A7 CU20070264 A7 CU 20070264A7 CU 20070264 A CU20070264 A CU 20070264A CU 20070264 A CU20070264 A CU 20070264A CU 20070264 A7 CU20070264 A7 CU 20070264A7
- Authority
- CU
- Cuba
- Prior art keywords
- carbon atoms
- atoms
- aryl
- substituted
- alkyl
- Prior art date
Links
- 239000002253 acid Substances 0.000 title 1
- 150000007513 acids Chemical class 0.000 title 1
- 239000003795 chemical substances by application Substances 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 8
- 125000003118 aryl group Chemical group 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- -1 cyano, carboxyl Chemical group 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 125000004429 atom Chemical group 0.000 abstract 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000003282 alkyl amino group Chemical group 0.000 abstract 2
- 125000005361 aryl sulfoxide group Chemical group 0.000 abstract 2
- 125000004104 aryloxy group Chemical group 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 2
- 241000893980 Microsporum canis Species 0.000 abstract 1
- 241000223960 Plasmodium falciparum Species 0.000 abstract 1
- 241000223109 Trypanosoma cruzi Species 0.000 abstract 1
- 230000002141 anti-parasite Effects 0.000 abstract 1
- 229940121375 antifungal agent Drugs 0.000 abstract 1
- 239000003429 antifungal agent Substances 0.000 abstract 1
- 239000003096 antiparasitic agent Substances 0.000 abstract 1
- 229940125687 antiparasitic agent Drugs 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 150000001851 cinnamic acid derivatives Chemical class 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 238000011156 evaluation Methods 0.000 abstract 1
- 206010025482 malaise Diseases 0.000 abstract 1
- 201000004792 malaria Diseases 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000004971 nitroalkyl group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000004434 sulfur atom Chemical group 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- ZBZJXHCVGLJWFG-UHFFFAOYSA-N trichloromethyl(.) Chemical compound Cl[C](Cl)Cl ZBZJXHCVGLJWFG-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
La presente invención esta relacionada con el campo de la síntesis y evaluación de nuevos productos orgánicos y su aplicación como agentes antiparasitarios y antifúngicos. Se sintetizaron nuevos derivados del ácido cinámico, con actividad frente a los protozoos Plasmodium falciparum, Trypanosoma cruzi y frente a Microsporumcanis, cuya fórmula general se representa a continuación: ESPACIO PARA FÓRMULA A es de 1 a 3 grupos seleccionados en cualquiera de las posiciones del anillo bencénico los cuales pueden ser: hidrógeno, átomos de halógeno, grupos hidroxilo, amino, nitro, alquil de 1 a 5 átomos de carbono, CCl3, CF3, alcoxilo de 1a6 átomos de carbono, ariloxi sustituidos, aril y alquilamino de 1a 6 átomos de carbono,mono y di sustituidos, aril y alquilamido de 1 a 4 átomos de carbono, ciano, carboxilo, formilo, alquil y arilsulfónico, mercapto sustituidos con cadenas alquílicas hasta 5 átomos de carbono o aril sulfóxido, etc. Donde R es un grupo seleccionado de ,amino, N-alquilamino de 1 a 5 átomos de carbono mono- y di-sustituidos, N-arilamino donde el sustituyente arilo pude ser uno o dos anillos aromáticos de cinco o seis átomos que puede contener uno o dos átomos de nitrógeno y/o azufre endocíclicos los cuales puden encontrarse en posiciones orto, meta o para uno con respecto al otro. El sustituyente del anillo puede ser hidrógeno, átomos de halógeno, grupos hidroxilo, amino, nitro alquil de 1 a 5 átomos de carbono, CCI3, CF3, alcoxilo de 1a 6 átomos de carbono, ariloxi sustituidos, aril y alquilamino de 1 a 6 átomos de carbono, mono y di sustituidos, aril y alquilamido de 1 a 4 átomos de carbono, ciano, carboxilo, formilo, alquil y arilsulfónico, mercapto sustituidos con cadenas alquílicas hasta 5 átomos de carbono o aril sulfóxido, etc. No tenemos conocimiento de que estos derivados hayan sido empleados anteriormente contra la Malaria, Chagas, Enfermedad del sueno o la Tina.The present invention is related to the field of synthesis and evaluation of new organic products and their application as antiparasitic and antifungal agents. New cinnamic acid derivatives were synthesized, with activity against the Plasmodium falciparum, Trypanosoma cruzi and Microsporumcanis protozoa, whose general formula is represented below: SPACE FOR FORMULA A is 1 to 3 groups selected at any of the ring positions benzene which can be: hydrogen, halogen atoms, hydroxyl, amino, nitro, alkyl groups of 1 to 5 carbon atoms, CCl3, CF3, alkoxy of 1-6 carbon atoms, substituted aryloxy, aryl and alkylamino of 1-6 atoms of carbon, mono and di substituted, aryl and alkylamido of 1 to 4 carbon atoms, cyano, carboxyl, formyl, alkyl and arylsulfonic, mercapto substituted with alkyl chains up to 5 carbon atoms or aryl sulfoxide, etc. Where R is a group selected from, amino, N-alkylamino of 1 to 5 mono- and di-substituted carbon atoms, N-arylamino where the aryl substituent may be one or two aromatic rings of five or six atoms that may contain one or two endocyclic nitrogen and / or sulfur atoms which can be found in ortho, meta or for one position with respect to the other. The substituent of the ring may be hydrogen, halogen atoms, hydroxyl, amino, nitro alkyl groups of 1 to 5 carbon atoms, CCI3, CF3, alkoxy of 1 to 6 carbon atoms, substituted aryloxy, aryl and alkylamino of 1 to 6 atoms of carbon, mono and di substituted, aryl and alkylamido of 1 to 4 carbon atoms, cyano, carboxyl, formyl, alkyl and arylsulfonic, mercapto substituted with alkyl chains up to 5 carbon atoms or aryl sulfoxide, etc. We are not aware that these derivatives have been previously used against Malaria, Chagas, Sleep sickness or Tub.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CU20070264A CU20070264A7 (en) | 2007-11-27 | 2007-11-27 | DERIVATIVES OF CINAMIC ACIDS AS ANTIMALÁRICOS Y ANTIFÚNGIC AGENTS |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CU20070264A CU20070264A7 (en) | 2007-11-27 | 2007-11-27 | DERIVATIVES OF CINAMIC ACIDS AS ANTIMALÁRICOS Y ANTIFÚNGIC AGENTS |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CU20070264A7 true CU20070264A7 (en) | 2010-12-08 |
Family
ID=43401420
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CU20070264A CU20070264A7 (en) | 2007-11-27 | 2007-11-27 | DERIVATIVES OF CINAMIC ACIDS AS ANTIMALÁRICOS Y ANTIFÚNGIC AGENTS |
Country Status (1)
| Country | Link |
|---|---|
| CU (1) | CU20070264A7 (en) |
-
2007
- 2007-11-27 CU CU20070264A patent/CU20070264A7/en unknown
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