1450754-41-2

Basic information

• Product Name: 2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol
• Synonyms: 2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol;2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol >=95%;3H-Diazirine-3-ethanol, 3-(3-butyn-1-yl)-
• CAS NO: 1450754-41-2
• Molecular Formula: C₇H₁₀N₂O
• Molecular Weight: 138.1671
• Mol File: 1450754-41-2.mol

Chemical Properties

• Boiling Point: 204.1±36.0 °C(Predicted)
• Appearance: /
• Density: 1.08 g/mL
• Storage Temp.: -20°C
• PKA: 14.81±0.10(Predicted)
• CAS DataBase Reference: 2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol(1450754-41-2)
• EPA Substance Registry System: 2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol(1450754-41-2)

Safety Data

• Hazardous Substances Data: 1450754-41-2(Hazardous Substances Data)

Usage

Uses

Used in Chemical Probe Synthesis:
2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol is used as a chemical probe for the synthesis of ligands or pharmacophores. Its light-activated diazirine allows for UV light-induced covalent modification of a biological target, enabling researchers to study the interactions and effects of the probe on the target. The alkyne tag provides potential for downstream applications, such as further functionalization or conjugation to other molecules.
Used in Chemical Biology Experiments:
2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol can be used alone or in parallel with other multi-functional building blocks to discover the optimal probe for various chemical biology experiments. Its unique structure and properties make it a valuable tool for researchers in the field of chemical biology, allowing them to explore new avenues of investigation and develop novel applications for this versatile compound.

Upstream product

• 1450754-40-1 1-hydroxy-3-ketohept-6-yne 
• 35116-07-5 ethyl 3-oxo-6-heptyneoate 
• 91798-91-3 ethyl 2-<2-(3-butynyl)-1,3-dioxolan-2-yl>acetate 
• 91798-92-4 2-(2-(but-3-yn-1-yl)-1,3-dioxolan-2-yl)ethan-1-ol 
• 100330-50-5 3-oxo-hept-6-ynoic acid methyl ester 

Downstream Products

• 1450754-54-7 C₂₇H₃₄ClN₉O₂ 
• 1450754-55-8 2-(2-fluoro-4-iodophenylamino)-N-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethyl)-3,4-difluorobenzamide 
• 1450754-57-0 6-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)-N-(3-chloro-4-fluorophenyl)-7-methoxyquinazolin-4-amine 
• 1450754-58-1 6-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine 
• 1450754-60-5 4-(2-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)phenyl)-5-(4-fluorophenyl)-1H-imidazol-4-yl)pyridine 
• 1450752-97-2 2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine 
• 1450754-37-6 3-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)propanoic acid 
• 1450754-39-8 C₁₄H₁₅N₃O 
• 1450754-44-5 2-(6-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide 
• 1450754-47-8 N-(4-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-6-(3-methyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylthio)phenyl)cyclopropanecarboxamide 
• 1450754-51-4 C₂₇H₂₈N₈O₂ 
• 1450754-52-5 1-(4-(3-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylcarbamoyl)phenoxy)phenyl)-3-(4-chloro-3-(trifluoromethyl)phenyl)urea 

Relevant articles and documents

A Whole Proteome Inventory of Background Photocrosslinker Binding

Affinity-based protein profiling (AfBPP) is a widely applied method for the target identification of bioactive molecules. Probes containing photocrosslinkers, such as benzophenones, diazirines, and aryl azides, irreversibly link the molecule of interest t

Design and synthesis of the diazirine-based clickable photo-affinity probe targeting sphingomyelin synthase 2

Background: SMS family plays a very important role in sphingolipids metabolism and is involved in the membrane mobility and signaling transduction. Methods: SMS2 subtype was related to a variety of diseases and could be regarded as a promising potential d

Exploring the potential intracellular targets of vascular normalization based on active candidates

We previously developed two candidates with potency of inducing vascular normalization, BD7 and B14. However, the definite intracellular molecular target(s) responsible for their activity remains unknown. Herein, we report the discovery and functional assessment of several multifunctional photoaffinity probes for determining the potential biological targets of active compounds. The probes bear a photoaffinity moiety and a bioorthogonal unit attached to B7 or B14 and maintained the bioactivity of the parent active molecules. Using in vitro biological assays, we preliminarily identified VEGFR-2 as a potential intracellular target for the active candidates. Our results demonstrate the utility of these multifunctional photoaffinity probes for analyzing the biological activity and subcellular localization of the intracellular target proteins of active candidates.

Photochemical Probe Identification of a Small-Molecule Inhibitor Binding Site in Hedgehog Acyltransferase (HHAT)**

The mammalian membrane-bound O-acyltransferase (MBOAT) superfamily is involved in biological processes including growth, development and appetite sensing. MBOATs are attractive drug targets in cancer and obesity; however, information on the binding site and molecular mechanisms underlying small-molecule inhibition is elusive. This study reports rational development of a photochemical probe to interrogate a novel small-molecule inhibitor binding site in the human MBOAT Hedgehog acyltransferase (HHAT). Structure-activity relationship investigation identified single enantiomer IMP-1575, the most potent HHAT inhibitor reported to-date, and guided design of photocrosslinking probes that maintained HHAT-inhibitory potency. Photocrosslinking and proteomic sequencing of HHAT delivered identification of the first small-molecule binding site in a mammalian MBOAT. Topology and homology data suggested a potential mechanism for HHAT inhibition which was confirmed by kinetic analysis. Our results provide an optimal HHAT tool inhibitor IMP-1575 (Ki=38 nM) and a strategy for mapping small molecule interaction sites in MBOATs.

One-Pot Synthesis of Diazirines and 15N2-Diazirines from Ketones, Aldehydes and Derivatives: Development and Mechanistic Insight

Broad scope one-pot diazirine synthesis strategies have been developed using two different oxidants depending on the nature of the starting material. In all cases, an inexpensive commercial solution of ammonia (NH3) in methanol (MeOH) was emplo

Preparation method of amino acid compound with photo-crosslinking activity

The invention discloses a preparation method of an amino acid compound with photo-crosslinking activity, and relates to the technical field of biological medicine, and the preparation method comprises the following steps: preparing 3-(3-butyne-1-yl)-3H-bis aziridine-3-ethanol from 1-hydroxy-3-ketoheptyne; and reacting the 3-(3-butyne-1-yl)-3H-bis aziridine-3-ethanol with iodine and triphenylphosphine to generate 3-(3-alkynyl-1-butyl)-3-(2-iodoethyl)-3H-diaziridine, further reacting the 3-(3-alkynyl-1-butyl)-3-(2-iodoethyl)-3H-diaziridine with potassium cyanide to obtain 3-(3-(butyl-3-alkynyl)-3H-diaziridine-3-yl) propionitrile, obtaining 3-(3-(butyl-3-alkynyl-1-yl)-3H-diaziridine-3-yl) propionic acid in an aqueous solution of sodium hydroxide, reacting the3-(3-(butyl-3-alkynyl-1-yl)-3H-diaziridine-3-yl) propionic acid with 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride and N-hydroxysuccinimide to generate 2, 5-dioxopyrrolidine-1-yl-3-(3-(butyl 3-yn-1-yl) 3 H-diazirine 3-yl) propionate, and reacting the 2, 5-dioxopyrrolidine-1-yl-3-(3-(butyl 3-yn-1-yl) 3 H-diazirine 3-yl) propionate with amino acid molecules to generate a target product. The preparation process provided by the invention is relatively simple, and the amino acid compound contains a bis-aziridine group with relatively high photoaffinity activity.

COMPOUNDS AND COMPOSITIONS FOR TREATING CONDITIONS ASSOCIATED WITH NLRP ACTIVITY

In one aspect, compounds of Formula AA, or a pharmaceutically acceptable salt thereof, are featured.The variables shown in Formula AA are as defined in the claims. The compounds of formula AA are NLRP3 activity modulators and, as such, can be used in the treatment of metabolic disorders (e.g. Type 2 diabetes, atherosclerosis, obesity or gout), a disease of the central nervous system (e.g. Alzheimer's disease, multiple sclerosis, Amyotrophic Lateral Sclerosis or Parkinson's disease), lung disease (e.g. asthma, COPD or pulmonary idiopathic fibrosis), liver disease (e.g. NASH syndrome, viral hepatitis or cirrhosis), pancreatic disease (e.g. acute pancreatitis or chronic pancreatitis), kidney disease (e.g. acute kidney injury or chronic kidney injury), intestinal disease (e.g. Crohn's disease or Ulcerative Colitis), skin disease (e.g. psoriasis), musculoskeletal disease (e.g. scleroderma), a vessel disorder (e.g. giant cell arteritis), a disorder of the bones (e.g. osteoarthritis, osteoporosis or osteopetrosis disorders), eye disease (e.g. glaucoma or macular degeneration), a disease caused by viral infection (e.g. HIV or AIDS), an autoimmune disease (e.g. Rheumatoid Arthritis, Systemic Lupus Erythematosus or Autoimmune Thyroiditis), cancer or aging.

Cortex pseudolaricis acetic acid photoaffinity probe halogen midbody and preparation method thereof

The invention relates to a cortex pseudolaricis acetic acid photoaffinity probe halogen midbody and a preparation method thereof. The general formula of the chemical structure of the cortex pseudolaricis acetic acid photoaffinity probe halogen midbody is as shown in specifications. By designing a new synthetic route, the compound 6 with high yield and high purity can be obtained; and the compoundcan be used to continue reacting with other materials for the preparation of a cortex pseudolaricis acetic acid photoaffinity probe.

Pseudolaric acid photoaffinity probe carbonyl intermediate and preparation method thereof

The invention relates to a pseudolaric acid photoaffinity probe carbonyl intermediate and a preparation method thereof. The chemical structural formula of the pseudolaric acid photoaffinity probe carbonyl intermediate is shown as follows. The compound 4, namely the pseudolaric acid photoaffinity probe carbonyl intermediate, can be prepared at a high yield and high purity by designing new syntheticroutes, and further, can be applied to continuing to react with other raw materials for preparing a pseudolaric acid photoaffinity probe.

Cortex pseudolaricis acetic acid photoaffinity probe and preparation method thereof

The invention relates to a cortex pseudolaricis acetic acid photoaffinity probe and a preparation method thereof. A chemical structure general formula of the cortex pseudolaricis acetic acid photoaffinity probe is as follows: the formula is shown in the description, wherein a group Ac is an acetyl group. By adopting the design, a cortex pseudolaricis acetic acid group is connected to an acylaminocompound containing an alkynyl group to form a special chemical structure; the cortex pseudolaricis acetic acid photoaffinity probe can be used for capturing and identifying corresponding binding protein and specifically binding the binding protein to determine a PAB bacteriostasis target spot.