4903-09-7

Basic information

• Product Name: 3-CHLORO-4-METHOXYBENZALDEHYDE
• Synonyms: TIMTEC-BB SBB003854;AKOS B029259;3-CHLORO-4-METHOXYBENZALDEHYDE;3-CHLORO-4-METHOXYBENZENECARBALDEHYDE;3-CHLORO-P-ANISALDEHYDE;CHEMBRDG-BB 6945816;3-chloroanisaldehyde;3-CHLORO-P-ANISALDEHYDE, 98+% GC
• CAS NO: 4903-09-7
• Molecular Formula: C₈H₇ClO₂
• Molecular Weight: 170.59
• EINECS: 225-532-2
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Adehydes, Acetals & Ketones;Anisoles, Alkyloxy Compounds & Phenylacetates;Chlorine Compounds
• Mol File: 4903-09-7.mol
• Article Data: 30

Chemical Properties

• Melting Point: 56-60 °C(lit.)
• Boiling Point: 269.1 °C at 760 mmHg
• Flash Point: 120.7 °C
• Appearance: /
• Density: 1.244 g/cm³
• Vapor Pressure: 0.00738mmHg at 25°C
• Refractive Index: 1.564
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• Sensitive: Air Sensitive
• CAS DataBase Reference: 3-CHLORO-4-METHOXYBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-4-METHOXYBENZALDEHYDE(4903-09-7)
• EPA Substance Registry System: 3-CHLORO-4-METHOXYBENZALDEHYDE(4903-09-7)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 4903-09-7(Hazardous Substances Data)

Usage

General Description

3-CHLORO-4-METHOXYBENZALDEHYDE is a chemical compound with the molecular formula C8H7ClO2. It is a yellow solid that is commonly used in the synthesis of pharmaceuticals and agrochemicals. 3-CHLORO-4-METHOXYBENZALDEHYDE is known for its aromatic and aldehyde-like odor, and it is often used as a building block in the production of various organic compounds. 3-CHLORO-4-METHOXYBENZALDEHYDE is also used as an intermediate in the synthesis of dyes, perfumes, and other aromatic compounds. It is important to handle this chemical with care, as it can be harmful if ingested or inhaled, and can cause skin and respiratory irritation upon contact.

InChI:InChI=1/C8H7ClO2/c1-11-8-3-2-6(5-10)4-7(8)9/h2-5H,1H3

Upstream product

• 74-90-8 hydrogen cyanide 
• 766-51-8 2-Chloroanisole 
• 473-34-7 N,N-dichloro-p-toluenesulfonamide 
• 123-11-5 4-methoxy-benzaldehyde 
• 507-40-4 tert-butylhypochlorite 
• 64-19-7 acetic acid 
• 14503-45-8 3-chloro-4-methoxybenzyl alcohol 
• 105-13-5 4-Methoxybenzyl alcohol 
• 37908-96-6 3-chloro-4-methoxy benzoic acid 
• 50638-47-6 4-bromo-2-chloro-1-methoxybenzene 
• 93-61-8 N-methyl-N-phenylformamide 
• 37908-98-8 methyl 3-chloro-p-anisate 
• 3964-58-7 3-chloro-4-hydroxybenzoic acid 
• 3964-57-6 methyl 4-hydroxy-3-chlorobenzoate 

Downstream Products

• 58236-76-3 3-chloro-4-methoxycinnamic acid 
• 14503-45-8 3-chloro-4-methoxybenzyl alcohol 
• 860000-28-8 3-chloro-4-methoxy-4'-methyl-trans-chalcone 
• 861207-97-8 4-(3-chloro-4-methoxy-benzylidene)-2-phenyl-4H-oxazol-5-one 
• 865660-26-0 [1-(3-Chloro-4-methoxy-phenyl)-meth-(E)-ylidene]-(2,2-dimethoxy-ethyl)-amine 
• 213470-63-4 (+/-)-1-(3'-chloro-4'-methoxyphenyl)-1-propanol 
• 212576-67-5 N-(3-chloro-4-methoxybenzyl)formamide 
• 372103-23-6 (E)-1-(3-bromo-2-hydroxy-5-methylphenyl)-3-(3-chloro-4-methoxyphenyl)-2-propen-1-one 
• 37908-98-8 methyl 3-chloro-p-anisate 
• 50638-47-6 4-bromo-2-chloro-1-methoxybenzene 
• 1857-56-3 3-(3-chloro-4-methoxyphenyl)propionic acid 
• 6396-53-8 (Z)-2-chloro-4-(1'-propenyl)anisole 
• 1027906-68-8 [1-(3-Chloro-4-methoxy-phenyl)-meth-(E)-ylidene]-(4-methanesulfonyl-phenyl)-amine 
• 909784-34-5 2-[3,5-bis(trifluoromethyl)phenyldimethylsilyl]-1-(3-chloro-4-methoxyphenyl)ethanol 

Relevant articles and documents

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C70Fullerene Catalyzed Photoinduced Aerobic Oxidation of Benzylamines to Imines and Aldehydes

C70 fullerene catalyzed photoinduced oxidation of benzylic amines at ambient conditions has been explored here. The developed strategy's main feature includes the additive/oxidant-free conversion of benzylic amine to corresponding imine and aldehydes. The reaction manifests broad substrate scope with excellent function group leniency and is applicable up to the gram scale. Further, symmetrical secondary amines can also be synthesized from benzylic amine in a one-pot two-step process. Various experiments and density functional theory studies revealed that the current reaction involves the generation of reactive oxygen species, single electron transfer reaction, and benzyl radical formation as key steps under photocatalytic conditions.

Inhibition of 3-phosphoglycerate dehydrogenase (PHGDH) by indole amides abrogates de novo serine synthesis in cancer cells

Cancer cells reprogram their metabolism to support growth and to mitigate cellular stressors. The serine synthesis pathway has been identified as a metabolic pathway frequently altered in cancers and there has been considerable interest in developing pharmacological agents to target this pathway. Here, we report a series of indole amides that inhibit human 3-phosphoglycerate dehydrogenase (PHGDH), the enzyme that catalyzes the first committed step of the serine synthesis pathway. Using X-ray crystallography, we show that the indole amides bind the NAD+ pocket of PHGDH. Through structure-based optimization we were able to develop compounds with low nanomolar affinities for PHGDH in an enzymatic IC50 assay. In cellular assays, the most potent compounds inhibited de novo serine synthesis with low micromolar to sub-micromolar activities and these compounds successfully abrogated the proliferation of cancer cells in serine free media. The indole amide series reported here represent an important improvement over previously published PHGDH inhibitors as they are markedly more potent and their mechanism of action is better defined.