- Direct Access to Primary Amines from Alkenes by Selective Metal-Free Hydroamination
-
Direct and selective synthesis of primary amines from easily available precursors is attractive yet challenging. Herein, we report the rapid synthesis of primary amines from alkenes via metal-free regioselective hydroamination at room temperature. Ammonium carbonate was used as ammonia surrogate for the first time, allowing for efficient conversion of terminal and internal alkenes into linear, α-branched, and α-tertiary primary amines under mild conditions. This method provides a straightforward and powerful approach to a wide spectrum of advanced, highly functionalized primary amines which are of particular interest in pharmaceutical chemistry and other areas.
- Du, Yi-Dan,Chen, Bi-Hong,Shu, Wei
-
supporting information
p. 9875 - 9880
(2021/03/29)
-
- Protein arginine methyltransferase 5 (PRMT5) inhibitor, pharmaceutical products thereof, and methods thereof
-
The present invention provides a PRMT5 inhibitor of formula (I); R1 is a non-hydrogen monovalent group; W is a direct bond or-NH-; T, U and V are independently from each other selected from C and N; R2 is H or halogen; m is 1 or 2; X is carbon, nitrogen or oxygen; Y is C or N; Z is a direct bond or carbon; R3 is H, a non-hydrogen monovalent group, an oxo group, a divalent spiro-forming group or adivalent bridge-forming group; and n is 1 or 2, and represents a single or double bond. The present invention also provides pharmaceutical products comprising the PRMT5 inhibitor and use thereof in the treatment of proliferative disorders such as cancer, metabolic disorders, hematological disorders, autoimmune diseases and inflammatory diseases.
- -
-
Paragraph 0163; 0168-0170
(2020/11/05)
-
- INHIBITORS OF PROTEIN ARGININE METHYLTRANSFERASE 5 (PRMT5), PHARMACEUTICAL PRODUCTS THEREOF, AND METHODS THEREOF
-
The present invention provides PRMT5 inhibitors of Formula (I), wherein R1 is a non-hydrogen monovalent group; W is a direct bond or -NH-; T, U, and V are independently of each other selected from C and N; R2 is H or a halo; m is 1 or 2; X is a carbon, a nitrogen, or an oxygen; Y is C or N; Z is a direct bond or a carbon; R3 is H, a non-hydrogen monovalent group, an oxo group, a bivalent spiro ring-forming group, or a bivalent bridge-forming group; n is 1 or 2; and Formula (II) stands for a single bond or a double bond. Pharmaceutical products comprising the PRMT5 inhibitors and use thereof in treating proliferative disorders such as cancer, metabolic disorders, blood disorders, autoimmune diseases, and inflammatory diseases are also provided.
- -
-
Paragraph 0118; 0120; 0121
(2019/10/01)
-
- New azetidine derivatives, pharmaceutical compositions and uses thereof
-
The invention relates to new azetidine derivatives of the formula I to their use as medicaments, to methods for their therapeutic use and to pharmaceutical compositions containing them.
- -
-
Paragraph 0354; 0355; 0356; 0357; 0358
(2013/07/19)
-
- NEW AZETIDINE DERIVATIVES, PHARMACEUTICAL COMPOSITIONS AND USES THEREOF
-
The invention relates to new azetidine derivatives of the formula (I), to their use as medicaments, to methods for their therapeutic use and to pharmaceutical compositions containing them.
- -
-
Page/Page column 64
(2013/07/19)
-
- New compounds, pharmaceutical compositions and uses thereof
-
The invention relates to new compounds of the formula I to their use as medicaments, to methods for their therapeutic use and to pharmaceutical compositions containing them.
- -
-
Page/Page column 58
(2012/09/05)
-
- Enzymatic enantiomeric resolution of phenylethylamines structurally related to amphetamine
-
Both enantiomers of several phenylethylamines, structurally related to amphetamine, have been prepared in good yields and excellent enantiomeric purity by enzymatic kinetic resolution using CAL-B and ethyl methoxyacetate as the acyl donor. In the case of the 4-hydroxyderivative of amphetamine (compound 4i), the S enantiomer racemized possibly in a dynamic kinetic resolution (DKR) under the enzymatic conditions used. The Royal Society of Chemistry 2011.
- Munoz, Lourdes,Rodriguez, Anna M.,Rosell, Gloria,Bosch, M. Pilar,Guerrero, Angel
-
experimental part
p. 8171 - 8177
(2012/01/04)
-
- 4, 6-DISUBSTITUTED 2-AMINO-PYRIMIDINES AS HISTAMINE H4 RECEPTOR MODULATORS
-
The present invention relates to substituted heterocyclic compounds of Formula (I) or pharmaceutically acceptable salts or N-oxides or quaternary ammonium salts thereof wherein constituent members are provided hereinwith, as well as their compositions and methods of use, which are histamine H4 receptor inhibitors/antagonists useful in the treatment of histamine H4 receptor-associated conditions or diseases or disorders including, for example, inflammatory diseases or disorders, pruritus, and pain.
- -
-
Page/Page column 97
(2010/07/09)
-
- CCR10 ANTAGONISTS
-
The invention relates to a compound of formula (I) or a tautomer thereof or a pharmaceutically acceptable salt thereof, wherein R1 to R11, W, X, Y, Z, and n are as defined herein. The invention also relates to methods of using the compounds of formula (I) and compositions thereof to treat various diseases and disorders in a patient. The invention also relates to processes for preparing the compounds of formula (I) and intermediates useful in these processes.
- -
-
Page/Page column 71-72
(2009/05/28)
-
- Binding of Phenylalkylamine Derivatives at 5-HT1C and 5-HT2 Serotonin Receptors: Evidence for a Lack of Selectivity
-
Certain phenyalkylamine derivatives have been considered to bind selectively at 5-HT2 serotonin receptors.It is now recognized that the most widely used derivatives, i.e., 1-(2,5-dimethoxy-4-X-phenyl)-2-aminopropanes where X = Me (DOM), Br (DOB), and I (DOI) (1-3, respectively) also bind at the more recently identified population of serotonin 5-HT1C receptors.The purpose of the present investigation was to determine whether simple phenylalkylamines bind selectively at one population of receptors over the other.An examination of 34 derivatives reveals (i) similar structure-affinity relationships and (ii) a significant correlation (r = >0.9, n = 25) between 5-HT1C and 5-HT2 affinity.None of the compounds included in the present study displayed more than a 10-fold selectivity for one population of these receptors over the other; the results suggest that these compounds (including the widely used 5-HT2 agonists DOB and DOI) are 5-HT1C/5-HT2 agents.
- Glennon, Richard A.,Raghupathi, Reva,Bartyzel, Piotr,Teitler, Milt,Leonhardt, Sigrun
-
p. 734 - 740
(2007/10/02)
-
- Selected reductions of conjugated nitroalkenes
-
Conjugated nitroalkenes are readily reduced by a variety of borane and borohydride reagents. The reactions provide a convenient access to a number of nitrogen and oxygen based functional groups.
- Kabalka, George W.,Laila Guindi,Varma, Rajender S.
-
p. 7443 - 7457
(2007/10/02)
-
- Method of treating nausea and vomiting with certain substituted-phenylalkylamino (and aminoacid) derivatives and other serotonin depleting agents
-
A method for the treatment of emesis in a mammal, which method comprises administering to said mammal an emesis inhibiting amount of a compound which depletes serotonin in the brain of mammals; among which are compounds having the formula: STR1 wherein, R is selected from hydrogen, loweralkyl, trifluoromethyl, carboxyl, or loweralkoxycarbonyl; R1 and R2 are hydrogen or loweralkyl; Z is trifluoromethyl or halogen; the optical isomers and pharmaceutically acceptable salts thereof; two of the preferred compounds of the invention are fenfluramine and norfenfluramine.
- -
-
-
- A NEW ROUTE TO IODINE-LABELED N-ISOPROPYL IODOAMPHETAMINE VIA ORGANOBORANES
-
N-Isopropyl amphetamineboronic acid was prepared via a new in-situ transmetallation reaction involving sonication.The boronic acid intermediate was radioiodinated via a novel iodination procedure.
- Kabalka, George W.,Varma, Rajender S.,Gai, Yuan-Zhu,Baldwin, Ronald M.
-
p. 3843 - 3844
(2007/10/02)
-
- A SIMPLE ROUTE TO ALKYLAMINES VIA THE REDUCTION OF NITROALKENES
-
α,β-Unsaturated nitroalkenes are readily reduced to alkylamines by in-situ generated BH3.THF in refluxing THF.
- Varma, Rajender S.,Kabalka, George W.
-
p. 843 - 848
(2007/10/02)
-
- A CONVENIENT REDUCTION OF α,β-UNSATURATED NITROALKENES TO ALKYLAMINES USING BORON HYDRIDES
-
α,β-Unsaturated nitroalkenes are reduced to alkylamines in good yields by excess of borane-THF in presence of catalytic amount of sodium borohydride.
- Mourad, M. Soubei,Varma, Rajender S.,Kabalka, George W.
-
p. 1099 - 1104
(2007/10/02)
-