Category: pyrimidines

Wen, Qian published the artcileStudy on the chemical constituents of Crinum latifolium, Product Details of C5H6N2O2, the publication is Yaoxue Shijian Zazhi (2010), 28(3), 225-227, database is CAplus.

The objective of this paper is to investigate the chem. constituents of Crinum latifolium. The chem. constituents of methanol extract of Crinum latifolium were separated by various chromatog. methods. The structures of these chem. constituents were identified by spectral data and physicochem. property. Results show that 15 compounds were resp. identified as: beta-sitosterol (1), daucosterol (2), 5-methyl-2,4(1H,3H)-pyrimidinedione (3), β-purine (4), p-hydroxybenzoic acid (5), Et 4-hydroxybenzoate (6), cinnamyl D-glucopyranoside (7), benzyl D-glucopyranoside (8), adenosine (9), uridine (10), Z-cinnamic acid (11), 5-O-nitrosouridine (12), 3-methyl-1H-pyrimidine-2, 4-dione (13), N-methyl-benzamide (14), and E-cinnamic acid (15). It was concluded that compounds 3-4, 7-10, 12-14 were isolated from Crinum latifolium for the first time.

Yaoxue Shijian Zazhi published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C3H5BN2O2, Product Details of C5H6N2O2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Wennerbeck, Ingegerd published the artcileCNDO/2 [complete neglect of differential overlap-new version] calculations of rotational barriers in N,N-dimethylamino azines. Line shape study of the barrier in 3-dimethylamino-1,2,4-triazine, Safety of N,N-Dimethylpyrimidin-4-amine, the publication is Journal of Molecular Structure (1974), 22(1), 1-10, database is CAplus.

Barriers to rotation about exocyclic C-N bonds in dimethylamino derivatives of pyridine, pyrimidine, and 1,2,4- and 1,3,5-triazine were studied using CNDO/2 calculations The results were discussed in terms of calculated total and π-charge densities.

Journal of Molecular Structure published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is C25H47NO8, Safety of N,N-Dimethylpyrimidin-4-amine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Dolgounitcheva, O. published the artcileIonization Energies and Dyson Orbitals of Thymine and Other Methylated Uracils, Quality Control of 608-34-4, the publication is Journal of Physical Chemistry A (2002), 106(36), 8411-8416, database is CAplus.

Electron propagator methods are applied to the calculation of photoelectron spectra of thymine and other C- and N-methylated uracils. The Partial Third-Order electron propagator method is used. Excellent agreement with existing exptl. spectra is achieved. Relationships between reductions in ionization energies and antibonding contributions from Me groups in corresponding Dyson orbitals are discussed.

Journal of Physical Chemistry A published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Quality Control of 608-34-4.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Lu, Xiao-Wei published the artcileModulating the hybridization property of PNA with a peptoid-like side chain, Category: pyrimidines, the publication is Organic Letters (2009), 11(11), 2329-2332, database is CAplus and MEDLINE.

Modification on the γ-N of the PNA backbone yielded a PNA analog with a peptoid-like side chain. We found that the length of the side chain was important in influencing the hybridization affinity of the modified PNA.

Organic Letters published new progress about 186046-81-1. 186046-81-1 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C39H35N5O8, Category: pyrimidines.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Gupta, Pankaj published the artcileTriple helical recognition of pyrimidine inversions in polypurine tracts of RNA by nucleobase-modified PNA, Recommanded Product: 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, the publication is Chemical Communications (Cambridge, United Kingdom) (2011), 47(39), 11125-11127, database is CAplus and MEDLINE.

Peptide nucleic acids containing 2-pyrimidinone (P) and 3-oxo-2,3-dihydropyridazine (E) heterocycles recognized C-G and U-A inversions in a polypurine tract of double helical RNA with high affinity and sequence selectivity at pH 6.25. E-modified PNA bound strongly to bacterial A-site RNA, while no binding was observed to the human A-site RNA.

Chemical Communications (Cambridge, United Kingdom) published new progress about 169396-92-3. 169396-92-3 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide,Others,PNA, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C26H26N4O7, Recommanded Product: 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Gupta, Pankaj published the artcileTriple helical recognition of pyrimidine inversions in polypurine tracts of RNA by nucleobase-modified PNA, Category: pyrimidines, the publication is Chemical Communications (Cambridge, United Kingdom) (2011), 47(39), 11125-11127, database is CAplus and MEDLINE.

Peptide nucleic acids containing 2-pyrimidinone (P) and 3-oxo-2,3-dihydropyridazine (E) heterocycles recognized C-G and U-A inversions in a polypurine tract of double helical RNA with high affinity and sequence selectivity at pH 6.25. E-modified PNA bound strongly to bacterial A-site RNA, while no binding was observed to the human A-site RNA.

Chemical Communications (Cambridge, United Kingdom) published new progress about 186046-81-1. 186046-81-1 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C39H35N5O8, Category: pyrimidines.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Xuan, G. S. published the artcileInhibition of carbonic anhydrase II by sulfonamide derivatives, SDS of cas: 56-05-3, the publication is Pharmazie (2021), 76(9), 412-415, database is CAplus and MEDLINE.

A series of sulfonamide derivatives I [R = NH₂, ethoxycarbonylazanyl, (pyrimidin-2-yl)aminyl, 3-methyl-5-phenyl-1H-pyrazol-1-yl, etc.; R¹ = H, C(O)CH₃] were synthesized, and the enzyme inhibitory activity of the synthesized compounds I on carbonic anhydrase II was evaluated. Through mol. docking studies, it was found that compounds I [R = NHNH₂, R¹ = C(O)CH₃; R = (pyrimidin-2-yl)aminyl, R¹ = C(O)CH₃ (II); R = acetamidyl, R¹ = C(O)CH₃; R = ethoxycarbonylazanyl, R¹ = C(O)CH₃ (III); R = 3,5-dimethyl-1H-pyrazol-1-yl, R¹ = H (IV)] have a strong binding affinity to carbonic anhydrase II. The IC₅₀ values of the four compounds II, III, IV and I (R = 3-methyl-5-phenyl-1H-pyrazol-1-yl; R¹ = H) were lower than that of the pos. control drug acetazolamide. What’s more, the compounds had a high inhibitory activity for A549 lung cancer cell growth, among them, II and IV could inhibit both carbonic anhydrase II and lung cancer cell proliferation.

Pharmazie published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C24H12, SDS of cas: 56-05-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Zhao, Jichen published the artcileHighly Selective MERTK Inhibitors Achieved by a Single Methyl Group, HPLC of Formula: 1375301-91-9, the publication is Journal of Medicinal Chemistry (2018), 61(22), 10242-10254, database is CAplus and MEDLINE.

Although all kinases share the same ATP binding pocket, subtle differences in the residues that form the pocket differentiate individual kinases’ affinity for ATP competitive inhibitors. The authors have found that by introducing a single Me group, the selectivity of the MERTK inhibitors over another target, FLT3, was increased up to 1000-fold (compound I). Compound II was identified as an in vivo tool compound with subnanomolar activity against MERTK and 38-fold selectivity over FLT3 in vitro. The potency and selectivity of II for MERTK over FLT3 were confirmed in cell-based assays using human cancer cell lines. Compound II had favorable pharmacokinetic properties in mice. Phosphorylation of MERTK was decreased by 75% in bone marrow leukemia cells from mice treated with II compared to vehicle-treated mice.

Journal of Medicinal Chemistry published new progress about 1375301-91-9. 1375301-91-9 belongs to pyrimidines, auxiliary class Pyrimidine,Boronic acid and ester,Boronate Esters,Boronic acid and ester, name is 2-Cyclopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine, and the molecular formula is C5H6N2O2, HPLC of Formula: 1375301-91-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Zhao, Matthew M. published the artcileProcess Development of Tryptophan Hydroxylase Inhibitor LX1031, a Drug Candidate for the Treatment of Irritable Bowel Syndrome, Category: pyrimidines, the publication is Organic Process Research & Development (2020), 24(2), 261-273, database is CAplus.

Two process routes for LX1031 (I), a tryptophan hydroxylase inhibitor for the treatment of irritable bowel syndrome, were developed. They shared the same left-hand and right-hand starting materials as well as the penultimate intermediate. The chiral center in the left-hand moiety was established via a Noyori asym. hydrogenation of a trifluoromethyl aryl ketone. The right-hand boronate was prepared via a palladium-catalyzed borylation of L-tyrosine-derived aryl triflate. Union of these two fragments to the pyrimidine core, from the right- or left-hand side, constituted the first- and second-generation routes, resp. Removal of the Boc-protecting group from the penultimate intermediate gave LX1031. The challenges overcome in purification and isolation of the LX1031 zwitterion are also discussed. Both process routes were successfully performed on multikilogram scales to supply LX1031 API for the preclin. and clin. studies.

Organic Process Research & Development published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C10H18O4, Category: pyrimidines.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Amirkhanov, Nariman V. published the artcileImaging Human Pancreatic Cancer Xenografts by Targeting Mutant KRAS2 mRNA with [111In]DOTAn-Poly(diamidopropanoyl)m-KRAS2 PNA-d(Cys-Ser-Lys-Cys) Nanoparticles, Safety of 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, the publication is Bioconjugate Chemistry (2010), 21(4), 731-740, database is CAplus and MEDLINE.

95% Of patients with ductal pancreatic cancer carry 12th codon activating mutations in their KRAS2 oncogenes. Early whole body imaging of mutant KRAS2 mRNA activation in pancreatic cancer would contribute to disease management. Scintigraphic hybridization probes to visualize gene activity in vivo constitute a new paradigm in mol. imaging. We have previously imaged mutant KRAS2 mRNA activation in pancreatic cancer xenografts by positron emission tomog. (PET) based on a single radiometal, ⁶⁴Cu, chelated to a 1,4,7,10-tetra(carboxymethylaza)cyclododecane (DOTA) chelator, connected via a flexible, hydrophilic spacer, aminoethoxyethoxyacetate (AEEA), to the N-terminus of a mutant KRAS2 peptide nucleic acid (PNA) hybridization probe. A peptide analog of insulin-like growth factor 1 (IGF1), connected to a C-terminal AEEA, enabled receptor-mediated endocytosis. We hypothesized that a polydiamidopropanoyl (PDAP) dendrimer (generation m), with increasing numbers (n) of DOTA chelators, extended via an N-terminal AEEA from a mutant KRAS2 PNA with a C-terminal AEEA and IGF1 analog could enable more intense external imaging of pancreatic cancer xenografts that overexpress IGF1 receptor and mutant KRAS2 mRNA. ([¹¹¹In]DOTA-AEEA)_n-PDAP^m-AEEA₂-KRAS2 PNA-AEEA-IGF1 analogs were prepared and administered i.v. into immunocompromised mice bearing human AsPC1 (G12D) pancreatic cancer xenografts. CAPAN2 (G12 V) pancreatic cancer xenografts served as a cellular KRAS2 mismatch control. Scintigraphic tumor/muscle image intensity ratios for complementary [¹¹¹In]_n-PDAP^m-KRAS2 G12D probes increased from 3.1 ± 0.2 at n = 2, m = 1, to 4.1 ± 0.3 at n = 8, m = 3, to 6.2 ± 0.4 at n = 16, m = 4, in AsPC1 (G12D) xenografts. Single mismatch [¹¹¹In]_n-PDAP^m-KRAS2 G12 V control probes showed lower tumor/muscle ratios (3.0 ± 0.6 at n = 2, m = 1, 2.6 ± 0.9 at n = 8, m = 3, and 3.7 ± 0.3 at n = 16, m = 4). The mismatch results were comparable to the PNA-free [¹¹¹In]DOTA control results. Simultaneous administration of nonradioactive Gd_n-KRAS2 G12 V probes (n = 2 or 8) increased accumulation of [¹¹¹In]₈KRAS2 G12 V probes 3-6-fold in pancreatic cancer CAPAN2 xenografts and other tissues, except for a 2-fold decrease in the kidneys. As a result, tissue distribution tumor/muscle ratios of ¹¹¹In uptake increased from 3.1 ± 0.5 to 6.5 ± 1.0, and the kidney/tumor ratio of ¹¹¹In uptake decreased by more than 5-fold from 174.8 ± 17.5 to 30.8 ± 3.1. Thus, PDAP dendrimers with up to 16 DOTA chelators attached to PNA-IGF1 analogs, as well as simultaneous administration of the elevated dose of nonradioactive Gd_n-KRAS2 G12 V probes, enhanced tumor uptake of [¹¹¹In]_nKRAS2 PNA probes. These results also imply that Gd(III) dendrimeric hybridization probes might be suitable for magnetic resonance imaging of gene expression in tumors, because the higher generations of the dendrimers, including the NMR contrast Gd_n-KRAS2 G12 V probes, improved tumor accumulation of the probes and specificity of tumor imaging.

Bioconjugate Chemistry published new progress about 169396-92-3. 169396-92-3 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide,Others,PNA, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C26H26N4O7, Safety of 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia