14432-13-4

Basic information

• Product Name: 2-CHLORO-4-N-NITRO(AMINOPYRIDINE)
• Synonyms: 2-CHLORO-4-N-NITRO(AMINOPYRIDINE);2-chloro-N-nitropyridin-4-aMine
• CAS NO: 14432-13-4
• Molecular Formula: C₅H₄ClN₃O₂
• Molecular Weight: 173.56
• Mol File: 14432-13-4.mol

Chemical Properties

• Melting Point: 148 °C (decomp)
• Boiling Point: 317.4 °C at 760 mmHg
• Flash Point: 145.8 °C
• Appearance: /
• Density: 1.573 g/cm³
• PKA: 4.89±0.30(Predicted)
• CAS DataBase Reference: 2-CHLORO-4-N-NITRO(AMINOPYRIDINE)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-4-N-NITRO(AMINOPYRIDINE)(14432-13-4)
• EPA Substance Registry System: 2-CHLORO-4-N-NITRO(AMINOPYRIDINE)(14432-13-4)

Safety Data

• Hazardous Substances Data: 14432-13-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-CHLORO-4-N-NITRO(AMINOPYRIDINE) is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 2-CHLORO-4-N-NITRO(AMINOPYRIDINE) serves as an intermediate in the production of certain agrochemicals. Its role in this industry is crucial for the synthesis of compounds that can be used in pest control and crop protection, thereby supporting agricultural productivity.
Used in Dye Industry:
2-CHLORO-4-N-NITRO(AMINOPYRIDINE) is also utilized as an intermediate in the dye industry. Its chemical properties make it suitable for the creation of various dyes used in different applications, including textiles, plastics, and printing inks, adding color and vibrancy to a wide range of products.

Upstream product

• 14432-12-3 4-Amino-2-chloropyridine 
• 7664-93-9 sulfuric acid 
• 7697-37-2 nitric acid 
• 19798-80-2 2-Amino-4-chloropyridine 

Downstream Products

• 2604-39-9 4-amino-2-chloro-5-nitropyridine 
• 2789-25-5 2-chloro-3-nitropyridin-4-amine 
• 1207615-07-3 7H-imidazo[4,5-c]tetrazo[1,5-a]pyridine 
• 877651-81-5 1-[(1R,4R,5S)-3-(trityloxymethyl)-4,5-O-iso-propylidinene-2-cyclopenten-1-yl]-4-chloroimidazo[4,5-c]pyridine 
• 877651-87-1 4-chloro-3-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3H-imidazo[4,5-c]pyridine 

Relevant articles and documents

L-deaza-5'-noraisteromycin.

(+/-)-1-Deazaaristeromycin (4) has been reported to be an inactivator of S-adenosylhomocysteine (AdoHcy) hydrolase and, as a consequence, to affect S-adenosylmethionine (AdoMet) mediated macromolecular biomethylations. To extend this to our program focused on 5'-noraristeromycin derivatives as inhibitors of the same hydrolase enzyme as potential antiviral agents, both enantiomers of 1-deaza-5'-noraristeromycin (5 and 20) have been prepared. Compounds 5 and 20 were evaluated against the following viruses: vaccinia, cowpox, monkeypox, Ebola, herpes simplex type 1 and 2, human cytomegalovirus, Epstein Barr, varicella zoster, hepatitis B, hepatitis C, HIV-1 and HIV-2, adenovirus type 1, measles, Pichinde, parainfluenza type 3, influenza A (H1N1 and H3N2), influenza B, Venezuelan equine encephalitis, rhinovirus type 2, respiratory syncytial, yellow fever, and West Nile. No activity was found nor was there any cytotoxicity to the viral host cells.

Structure-activity relationships in Toll-like receptor 7 agonistic 1H-imidazo[4,5-c]pyridines

Engagement of TLR7 in plasmacytoid dendritic cells leads to the induction of IFN-α/β which plays essential functions in the control of adaptive immunity. We had previously examined structure-activity relationships (SAR) in TLR7/8-agonistic imidazoquinolines with a focus on substituents at the N 1, C2, N3 and N4 positions, and we now report SAR on 1H-imidazo[4,5-c]pyridines. 1-Benzyl-2-butyl-1H-imidazo[4,5-c] pyridin-4-amine was found to be a pure TLR7-agonist with negligible activity on TLR8. Increase in potency was observed in N6-substituted analogues, especially in those compounds with electron-rich substituents. Direct aryl-aryl connections at C6 abrogated activity, but TLR7 agonism was reinstated in 6-benzyl and 6-phenethyl analogues. Consistent with the pure TLR7-agonistic behavior, prominent IFN-α induction in human PBMCs was observed with minimal proinflammatory cytokine induction. A benzologue of imidazoquinoline was also synthesized which showed substantial improvements in potency over the parent imidazopyridine. Distinct differences in N6-substituted analogues were observed with respect to IFN-α induction in human PBMCs on the one hand, and CD69 upregulation in lymphocytic subsets, on the other.

Thiophene-imidazopyridines

The invention relates to thiophene-imidazopyridine compounds according to formula (I), wherein the substituents and symbols are as defined in the description. The compounds are inhibitors of PIk1

CYCLOPENTENOL NUCLEOSIDE COMPOUNDS, INTERMEDIATES FOR THEIR SYNTHESIS AND METHODS OF TREATING VIRAL INFECTIONS

The present invention relates to compounds according to the structure (I), Where B is formula (Ia), formula (Ib) or formula (Ic); A is H, OR2 or halogen (F, Cl, Br, I, preferably F or Br, more preferably F); A' is H, OR2 or halogen (F, Cl, Br, I, preferably F or Br, more preferably F); A" is H or OR1, with the proviso that when A' is OR , A is H; and when A is OR2 , A' is H; X is C-R3 or N; Y is C-R3 or N; preferably X or Y is N and X and Y are not both simultaneously N; R3 is H or C1-C3 alkyl; D is H or NHR2; E is absent or H; G is O or NHR2; J is N or C-R4; K is N or C-H; R4 is H, halogen (F, Cl, Br, I), CN, -C(=O)NH2, NH2, NO2, -C=C-H (cis or trans) or -C≡C-H; Ra is H or CH3; Each R1 is independently H, an acyl group, a C1 - C20 alkyl or ether group, a phosphate, diphosphate, triphosphate, phosphodiester group; Each R2 is independently H, an acyl group, a C1 - C20 alkyl or ether group; and Pharmaceutically acceptable salts, solvates or polymorphs thereof.

MEDIATORS OF HEDGEHOG SIGNALING PATHWAYS, COMPOSITIONS AND USES RELATED THERETO

The present invention makes available methods and reagents for inhibiting aberrant growth states resulting from hedgehog gain-of-function, ptc loss-of-function or smoothened gain-of-function comprising contacting the cell with a hedgehog antagonist of formula (I) in a sufficient amount to aberrant growth state, e.g., to agonize a normal ptc pathway or antagonize smoothened or hedgehog activity.

Substituent Effects on the Isomer Ratios in the Rearrangement of Some 2- and 4-Nitraminopyridines

The preparation, and rearrangement in 92percent sulfuric acid, of 4-X-2-nitramino- (1), 2-X-4-nitramino- (2), and 6-X-2-nitramino-pyridines (3) is reported (X=H,Me,MeO,Br,Cl,CO2H).The product isomer ratios can be explained by differential electronic stabilization of the appropriate ? complexes for aromatic nitration and steric effects seem relatively unimportant.Deuteration had no effect on the product distribution