Diacetylmonoxime - 10mM in DMSO , CAS No.57-71-6

CAS: 57-71-6 Cat. No.: D424854 Peso molecular: 101.1 Beilstein Registry Number: 605582 Número EC: 200-348-5
Disponible para pedir
GRADE & PURITY 10mM in DMSO
Synonyms
BDM | biacetylmonooxime | NSC 116103 | Q63392903 | SDCCGSBI-0050078.P002 | 3-Butenoic acid, 97% | NCGC00024887-03 | 2, 3-butanedione monooxime | CCRIS 6215 | EN300-103351 | s3699 | UNII-19SQ93LM6H | UNII-S327O0T12O | 6-Ethyl-ortho-toluidine | BDBM50024959
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Size
Estado
Price
Qty
1ml
D424854-1ml
1

58,90US$

69,90US$
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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 15 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

2,3-Butanedione monoxime has been used: · in single-molecule myosin V motility assays · as an anesthetic in the approach of imaging transgenic animals · to reduce rigor tension in muscle fibres · as a media component for mice cardiomyocytes culture

Specifications

Sinónimos
BDM | biacetylmonooxime | NSC 116103 | Q63392903 | SDCCGSBI-0050078.P002 | 3-Butenoic acid, 97% | NCGC00024887-03 | 2, 3-butanedione monooxime | CCRIS 6215 | EN300-103351 | s3699 | UNII-19SQ93LM6H | UNII-S327O0T12O | 6-Ethyl-ortho-toluidine | BDBM50024959
Especificaciones y pureza
10mM in DMSO
Mecanismos bioquímicos y fisiológicos
Non-selective myosin ATPase inhibitor (K i = 5 mM at myosin II). Potent Kv2.1 (DRK1) and L-Type Ca 2+ channel inhibitor (K i and IC 50 values are 10.7 nM and 5.8 mM, respectively). Blood-brain barrier permeable. Inhibits muscle contraction.
Condiciones de almacenamiento de almacenamiento
Store at -80°C
Enviado en
Dry ice packs + Cold packs
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Nombres e identificadores
Sonrisas canónicasCC(=NO)C(=O)C
IUPAC Name(3E)-3-hydroxyiminobutan-2-one
InChIKeyFSEUPUDHEBLWJY-HWKANZROSA-N
INCHI1S/C4H7NO2/c1-3(5-7)4(2)6/h7H,1-2H3/b5-3+
Isómeros SMILES C/C(=N\O)/C(=O)C
WGK Alemania 3
RTECS EK3150000
Peso molecular 101.1
Beilstein 605582
Reaxy-Rn 605582
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=605582&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic nitrogen compounds
ClaseOrganonitrogen compounds
SubclassOximes
Intermediate Tree Nodes Not available
Direct ParentKetoximes
Alternative Parents Ketones  Organopnictogen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAliphatic acyclic compounds
Substituents Ketoxime - Ketone - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
DescripciónThis compound belongs to the class of organic compounds known as ketoximes. These are organic compounds with the general formula RC(R')=NOH (R,R' = organyl).
External Descriptors ketoxime
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ARSA Tbio Cerebroside-sulfatase (655 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BLM Tchem Bloom syndrome protein (4248 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PMP22 Tbio Peripheral myelin protein 22 (699 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
Saccharomyces cerevisiae (19171 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GCN5 Histone acetyltransferase GCN5 (89 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Npsr1 Neuropeptide S receptor (260 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propiedades químicas y físicas
Punto de ebullición (°C)185-186°C
Punto de fusión (°C)76°C
Peso molecular101.100 g/mol
XLogP30.400
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass101.048 Da
Monoisotopic Mass101.048 Da
Topological Polar Surface Area49.700 Ų
Heavy Atom Count7
Formal Charge0
Complexity106.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds1
Covalently-Bonded Unit Count1
Preguntas frecuentes y artículos
Citations of This Product
Referencias
1. Shilong Jiang, Song Cheng, Jiashun Cao, Cailiang Yue, Jianglei Xiong, Cong Jiang, Hongzhan Cai, Jianhua Wu.  (2023)  Monodispersed Co-N3 loaded carbon nitride mediated peroxymonosulfate activation for rapid degradation of trace urea via singlet oxygen.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.147526]
2. Yanli He, Shuguang Shen, Ying Wang, Chenyuan Guo, Yaping Yuan, Yaru Fan, Lili Zhang, Yuyan Song.  (2023)  Simple and efficient strategy for α-MnO2/C by in-situ synthesis and its performance for degrading urea process wastewater.  Journal of Environmental Chemical Engineering,      [PMID:] [10.1016/j.jece.2023.110303]
3. Yaping Yuan, Jing Li, Chenyuan Guo, Lili Zhang, Yuyan Song, Yanli He, Yankun Luo, Shuguang Shen.  (2023)  An ultralight aerogel-type urea absorbent for the development of a wearable artificial kidney.  NEW JOURNAL OF CHEMISTRY,  47  (15): (7101-7110).  [PMID:] [10.1039/D3NJ00432E]
4. Yanmei Huang, Yuting Wang, Yang Liu, Aijing Ma, Jianzhou Gui, Chaoxin Zhang, Yifu Yu, Bin Zhang.  (2022)  Unveiling the quantification minefield in electrocatalytic urea synthesis.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.139836]
5. Chenyuan Guo, Shuguang Shen, Meina Li, Ying Wang, Jing Li, Yuanquan Xing, Cui Wang, Huajie Pan.  (2020)  Rapid in situ synthesis of MgAl-LDH on η-Al2O3 for efficient hydrolysis of urea in wastewater.  JOURNAL OF CATALYSIS,      [PMID:] [10.1016/j.jcat.2020.12.024]
6. Wang Ying, Shen Shuguang, Li Meina, Sun Yujuan, Li Binbin.  (2018)  In Situ Growth of Highly Active MgAl Layered Double Hydroxide on η-Al2O3 for Catalytic Hydrolysis of Urea in Wastewater.  CATALYSIS LETTERS,  148  (7): (1893-1903).  [PMID:] [10.1007/s10562-018-2387-3]
7. Shen Shuguang, Li Meina, Li Binbin, Zhao Zhijun.  (2014)  Catalytic hydrolysis of urea from wastewater using different aluminas by a fixed bed reactor.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  21  (21): (12563-12568).  [PMID:24952253] [10.1007/s11356-014-3189-9]
8. Huang Da-Shuai, Qiu Xiao-Feng, Huang Jia-Run, Mao Min, Liu Lingmei, Han Yu, Zhao Zhen-Hua, Liao Pei-Qin, Chen Xiao-Ming.  (2024)  Electrosynthesis of urea by using Fe2O3 nanoparticles encapsulated in a conductive metal–organic framework.  Nature Synthesis,      [PMID:] [10.1038/s44160-024-00603-8]
9. Yichun Lou, Haoyu Chen, Linrui Wang, Shengpeng Chen, Yameng Song, Yifei Ding, Zixiang Hao, Chengli He, Dong Qiu, Hui Li, Junjian Wang, Duanyang Liu, Xiaoli Cui.  (2025)  Mechanochemical Urea Synthesis Using Ammonia–Water and Carbon Dioxide Under Mild Conditions: An Experimental and Theoretical Study.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.4c05811]
10. Lingjia Ma, Jiongliang Yuan, Zhaotao Liu, Yiqing Luo, Yuning Su, Kunye Zhu, Zefeng Feng, Huihua Niu, Shuaishuai Xiao, Jianjun Wei, Xu Xiang.  (2024)  Mesoporous Electrocatalysts with p–n Heterojunctions for Efficient Electroreduction of CO2 and N2 to Urea.  ACS Applied Materials & Interfaces,      [PMID:38721726] [10.1021/acsami.4c00257]
11. Wang Ling, Lou Qing, Qian Haixia, Yin Xiaoshuang, Liu Ying, Yang Wenzhong, Xu Hui.  (2025)  ZnCdS-BiFeO3 heterojunction loaded with cobalt catalyst boosting photoelectrocatalytic hydrogen evolution.  Science China-Materials,      [PMID:] [10.1007/s40843-024-3215-2]
12. Yuhou Pei, Di Li, Yufeng Pei, Zongmiao Li, Yuting Liu, Xiang Ling, Yingying Lu, Bing Zhang.  (2025)  Tailoring the triple-phase microenvironment for kinetically matched C-N coupling in urea electrosynthesis.  APPLIED CATALYSIS B-ENVIRONMENTAL,      [PMID:] [10.1016/j.apcatb.2025.125939]
13. Xue Wang, Lu-Kang Zhao, Si-Yao Li, Ran Wei, Xuanwen Gao, Zhaomeng Liu, Wenbin Luo.  (2025)  Co-reduction Coupling of Bicarbonate and Nitrate toward Efficient Urea Synthesis.  Nanoscale,      [PMID:40104997] [10.1039/D4NR05196C]
14. Yuan Li, Ji-Hao Hao, Pei Yu, Dao-Tong Deng, Xiang Di, Chun-Gang Yuan.  (2026)  Crosslinked Amyloid Fibril Aerogels for Selective Separation and Recycling of Organic Contaminants.  Surfaces and Interfaces,      [PMID:] [10.1016/j.surfin.2026.108590]
15. Guoning Chen, Jianbing Chen, Sanshuang Gao, Jun Li, Bohao Chang, Xuguang An, Linfeng Xiao, Hao Cheng, Guangzhi Hu, Yujie Ma.  (2026)  Coupling urea production and energy output in Zn-nitrate/carbon dioxide batteries enabled by porous copper‑nickel bimetallic catalysts.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:41643622] [10.1016/j.jcis.2026.139991]
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