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(E)-4-(dimethylamino)-1,1-dimethoxybut-3-en-2-one, also known as Dimethylamino-dimethoxybutenone, is a chemical compound derived from butenone with the addition of a dimethylamino group and two methoxy groups. It is recognized for its reactivity and potential to form new chemical bonds, making it a versatile component in the synthesis of organic molecules and pharmaceuticals.

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  • 187242-85-9 Structure
  • Basic information

    1. Product Name: (E)-4-(dimethylamino)-1,1-dimethoxybut-3-en-2-one
    2. Synonyms: (E)-4-(dimethylamino)-1,1-dimethoxybut-3-en-2-one
    3. CAS NO:187242-85-9
    4. Molecular Formula: C8H15NO3
    5. Molecular Weight: 173.2096
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 187242-85-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
    8. Solubility: N/A
    9. CAS DataBase Reference: (E)-4-(dimethylamino)-1,1-dimethoxybut-3-en-2-one(CAS DataBase Reference)
    10. NIST Chemistry Reference: (E)-4-(dimethylamino)-1,1-dimethoxybut-3-en-2-one(187242-85-9)
    11. EPA Substance Registry System: (E)-4-(dimethylamino)-1,1-dimethoxybut-3-en-2-one(187242-85-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 187242-85-9(Hazardous Substances Data)

187242-85-9 Usage

Uses

Used in Pharmaceutical Synthesis:
(E)-4-(dimethylamino)-1,1-dimethoxybut-3-en-2-one is used as a key intermediate in the synthesis of pharmaceuticals for its ability to facilitate the formation of new chemical bonds, contributing to the development of various drugs and chemical compounds.
Used in Organic Chemistry Research and Development:
In the field of organic chemistry, (E)-4-(dimethylamino)-1,1-dimethoxybut-3-en-2-one serves as a building block for the creation of new materials and substances, supporting research and development efforts aimed at discovering innovative applications and products.
Used in Chemical Compound Production:
(E)-4-(dimethylamino)-1,1-dimethoxybut-3-en-2-one is utilized as a fundamental component in the production of a range of chemical compounds, leveraging its reactivity to enhance the synthesis process and yield of desired products.

Check Digit Verification of cas no

The CAS Registry Mumber 187242-85-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,7,2,4 and 2 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 187242-85:
(8*1)+(7*8)+(6*7)+(5*2)+(4*4)+(3*2)+(2*8)+(1*5)=159
159 % 10 = 9
So 187242-85-9 is a valid CAS Registry Number.

187242-85-9Relevant articles and documents

Synthesis of trans-disubstituted pyrazolylcyclopropane building blocks

Nosik, Pavel S.,Ryabukhin, Sergey V.,Artamonov, Oleksiy S.,Grygorenko, Oleksandr O.

, p. 1629 - 1636 (2016)

Diastereoselective synthesis of trans-disubstituted pyrazolylcyclopropane building blocks (i.e. carboxylic acids and amines) is described starting from easily available pyrazolecarbaldehydes. The key step of the synthesis was Corey–Chaikowsky cyclopropanation of the corresponding α,β-unsaturated Weinreb amides. The title compounds were prepared in four or six steps and 32–60 and 17–40?% overall yields, respectively, on up to 50?g scale. The building blocks obtained are good starting points for the design of lead-like libraries; they themselves can be considered as isosteric analogs of CNS-active drug tranylcyclopropamine. Graphical abstract: [Figure not available: see fulltext.]

A PESTICIDALLY ACTIVE MIXTURE COMPRISING PYRAZOLOPYRIDINE ANTHRANILAMIDE COMPOUND, OXIDES OR SALTS THEREOF

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Page/Page column 83; 84, (2022/02/09)

The present invention relates to a pesticidal active mixture comprising pyrazolopyridine anthranilamide compound of formula (I), oxides or a salt thereof, Formula (I) wherein, R1, R2, R3, R4, Z and E are as defined in the description, and at least one insecticidally active compound (II) or at least one fungicidally active compound (III).

Discovery of S64315, a Potent and Selective Mcl-1 Inhibitor

Szlavik, Zoltan,Csekei, Marton,Paczal, Attila,Szabo, Zoltan B.,Sipos, Szabolcs,Radics, Gabor,Proszenyak, Agnes,Balint, Balazs,Murray, James,Davidson, James,Chen, Ijen,Dokurno, Pawel,Surgenor, Allan E,Daniels, Zoe Marie,Hubbard, Roderick E.,Le Toumelin-Braizat, Ga?tane,Claperon, Audrey,Lysiak-Auvity, Ga?lle,Girard, Anne-Marie,Bruno, Alain,Chanrion, Maia,Colland, Frédéric,Maragno, Ana-Leticia,Demarles, Didier,Geneste, Olivier,Kotschy, Andras

, p. 13762 - 13795 (2020/12/02)

Myeloid cell leukemia 1 (Mcl-1) has emerged as an attractive target for cancer therapy. It is an antiapoptotic member of the Bcl-2 family of proteins, whose upregulation in human cancers is associated with high tumor grade, poor survival, and resistance to chemotherapy. Here we report the discovery of our clinical candidate S64315, a selective small molecule inhibitor of Mcl-1. Starting from a fragment derived lead compound, we have conducted structure guided optimization that has led to a significant (3 log) improvement of target affinity as well as cellular potency. The presence of hindered rotation along a biaryl axis has conferred high selectivity to the compounds against other members of the Bcl-2 family. During optimization, we have also established predictive PD markers of Mcl-1 inhibition and achieved both efficient in vitro cell killing and tumor regression in Mcl-1 dependent cancer models. The preclinical candidate has drug-like properties that have enabled its development and entry into clinical trials.

A Conformational Restriction Strategy for the Identification of a Highly Selective Pyrimido-pyrrolo-oxazine mTOR Inhibitor

Borsari, Chiara,Rageot, Denise,Dall'Asen, Alix,Bohnacker, Thomas,Melone, Anna,Sele, Alexander M.,Jackson, Eileen,Langlois, Jean-Baptiste,Beaufils, Florent,Hebeisen, Paul,Fabbro, Doriano,Hillmann, Petra,Wymann, Matthias P.

, p. 8609 - 8630 (2019/10/16)

The mechanistic target of rapamycin (mTOR) plays a pivotal role in growth and tumor progression and is an attractive target for cancer treatment. ATP-competitive mTOR kinase inhibitors (TORKi) have the potential to overcome limitations of rapamycin derivatives in a wide range of malignancies. Herein, we exploit a conformational restriction approach to explore a novel chemical space for the generation of TORKi. Structure-activity relationship (SAR) studies led to the identification of compound 12b with a ~450-fold selectivity for mTOR over class I PI3K isoforms. Pharmacokinetic studies in male Sprague Dawley rats highlighted a good exposure after oral dosing and a minimum brain penetration. CYP450 reactive phenotyping pointed out the high metabolic stability of 12b. These results identify the tricyclic pyrimido-pyrrolo-oxazine moiety as a novel scaffold for the development of highly selective mTOR inhibitors for cancer treatment.

Macrocyclic MCL-1 inhibitors and methods of use

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Paragraph 0987, (2019/02/28)

The present disclosure provides for compounds of Formula (I) wherein A2, A3, A4, A6, A7, A8, A15, RA, R5, R9, R10A, R10B, R11, R12, R13, R14, R16, W, X, and Y have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents for the treatment of diseases and conditions, including cancer. Also provided are pharmaceutical compositions comprising compounds of Formula (I).

PYRAZOLOPYRIDINE-DIAMIDES, THEIR USE AS INSECTICIDE AND PROCESSES FOR PREPARING THE SAME.

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Page/Page column 78, (2019/07/13)

The present invention provides novel pyrazolopyridine-diamides of Formula (I), wherein, the definition of W1, W2, A1, A2, A3, B1, B2, D, Z1, E, R1, R2, R3, R4, m and n is as described in the description. The present invention also relates to the composition, combination, use and method of application of the compounds of Formula (I).

Molecular Basis for the N-Terminal Bromodomain-and-Extra-Terminal-Family Selectivity of a Dual Kinase-Bromodomain Inhibitor

Divakaran, Anand,Talluri, Siva K.,Ayoub, Alex M.,Mishra, Neeraj K.,Cui, Huarui,Widen, John C.,Berndt, Norbert,Zhu, Jin-Yi,Carlson, Angela S.,Topczewski, Joseph J.,Schonbrunn, Ernst K.,Harki, Daniel A.,Pomerantz, William C. K.

, p. 9316 - 9334 (2018/10/24)

As regulators of transcription, epigenetic proteins that interpret post-translational modifications to N-terminal histone tails are essential for maintaining cellular homeostasis. When dysregulated, "reader" proteins become drivers of disease. In the case of bromodomains, which recognize N-?-acetylated lysine, selective inhibition of individual bromodomain-and-extra-terminal (BET)-family bromodomains has proven challenging. We describe the >55-fold N-terminal-BET bromodomain selectivity of 1,4,5-trisubstituted-imidazole dual kinase-bromodomain inhibitors. Selectivity for the BRD4 N-terminal bromodomain (BRD4(1)) over its second bromodomain (BRD4(2)) arises from the displacement of ordered waters and the conformational flexibility of lysine-141 in BRD4(1). Cellular efficacy was demonstrated via reduction of c-Myc expression, inhibition of NF-κB signaling, and suppression of IL-8 production through potential synergistic inhibition of BRD4(1) and p38α. These dual inhibitors provide a new scaffold for domain-selective inhibition of BRD4, the aberrant function of which plays a key role in cancer and inflammatory signaling.

NEW AMMONIUM DERIVATIVES, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

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Page/Page column 34, (2017/08/30)

Compounds of formula (I): wherein R1, R2, R3, R4, R5, R6 and Y are as defined in the description. Medicaments.

Synthetic method of tert-butyl-7-hydroxy-7,8-dihydro-4H-pyrazolo [1,5-a][1,4] diazepin-5-(6H)-carboxylate

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Paragraph 0006, (2017/10/22)

The invention relates to a synthetic method of tert-butyl-7-hydroxy-7,8-dihydro-4H-pyrazolo [1,5-a][1,4] diazepin-5-(6H)-carboxylate and mainly solves the technical problems of low perfect ratio of a route, difficulty in reaction control, inconvenience in experiment operation and the like in the conventional synthetic process. Tert-butyl-7-hydroxy-7,8-dihydro-4H-pyrazolo [1,5-a][1,4] diazepin-5-(6H)-carboxylate is prepared from 1,1-dimethoxypropane-2-one serving as a starting material through six steps of reactions. The equation is shown in the specification. The obtained product diazepine is a useful intermediate or product for synthesis of various drugs.

ARGININE METHYLTRANSFERASE INHIBITORS AND USES THEREOF

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Paragraph 00454, (2016/04/20)

Described herein are compounds of Formula (S-I), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds described herein are useful for inhibiting arginine methyltransferase activity. Methods of using the compounds for treating arginine methyltransferase-mediated disorders are also described.

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