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Morpholin-4-ylethylthiol, a chemical compound with the molecular formula C6H13NOS, is a thiol compound characterized by the presence of a morpholine ring and an ethyl group attached to the sulfur atom. This versatile compound is widely used in various fields of chemistry due to its unique structure and properties.

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  • 4542-46-5 Structure
  • Basic information

    1. Product Name: morpholin-4-ylethylthiol
    2. Synonyms: morpholin-4-ylethylthiol;2-(4-Morpholinyl)ethanethiol;2-Morpholinoethanethiol;4-Morpholineethanethiol
    3. CAS NO:4542-46-5
    4. Molecular Formula: C6H13NOS
    5. Molecular Weight: 147.23852
    6. EINECS: 224-893-3
    7. Product Categories: N/A
    8. Mol File: 4542-46-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 110.5°C
    3. Flash Point: 87.3°C
    4. Appearance: /
    5. Density: 1.017 (estimate)
    6. Vapor Pressure: 0.097mmHg at 25°C
    7. Refractive Index: 1.5500 (estimate)
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: morpholin-4-ylethylthiol(CAS DataBase Reference)
    11. NIST Chemistry Reference: morpholin-4-ylethylthiol(4542-46-5)
    12. EPA Substance Registry System: morpholin-4-ylethylthiol(4542-46-5)
  • 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: 4542-46-5(Hazardous Substances Data)

4542-46-5 Usage

Uses

Used in Organic Synthesis:
Morpholin-4-ylethylthiol serves as a building block in organic synthesis, contributing to the preparation of a diverse range of organic compounds. Its presence in the synthesis process aids in the creation of complex molecular structures.
Used in Pharmaceutical Development:
In the pharmaceutical industry, morpholin-4-ylethylthiol plays a crucial role in the development of new drugs. Its unique properties allow it to be incorporated into the molecular structures of potential therapeutic agents, enhancing their efficacy and selectivity.
Used in Agrochemical Production:
Morpholin-4-ylethylthiol is also utilized in the production of agrochemicals, where it contributes to the development of more effective and targeted pesticides and other agricultural chemicals.
Used in Industrial Chemical Production:
morpholin-4-ylethylthiol finds application in the manufacturing of various industrial chemicals, where its unique structure and properties are leveraged to improve the performance and characteristics of the final products.
Used in Material Science:
Morpholin-4-ylethylthiol has been studied for its potential use in material science, where it may contribute to the development of new materials with specific properties, such as improved stability or reactivity.
Used as a Reagent in Chemical Reactions:
In addition to its applications in synthesis and material development, morpholin-4-ylethylthiol is employed as a reagent in various chemical reactions, facilitating specific transformations and providing a means to achieve desired outcomes in chemical processes.

Check Digit Verification of cas no

The CAS Registry Mumber 4542-46-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,5,4 and 2 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 4542-46:
(6*4)+(5*5)+(4*4)+(3*2)+(2*4)+(1*6)=85
85 % 10 = 5
So 4542-46-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H13NOS/c1-2-9-7-3-5-8-6-4-7/h2-6H2,1H3

4542-46-5Relevant articles and documents

Novel pyrimido-heterocyclic compound and preparation method and application thereof

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Paragraph 0194; 0196; 0197; 0198; 0199, (2019/02/19)

The invention discloses a novel pyrimido-heterocyclic compound and a preparation method and application thereof. The structure of the pyrimido-heterocyclic compound disclosed by the invention is as shown in a general formula I, and the definitions of all substituents are described in the specification and claims. The pyrimido-heterocyclic compound disclosed by the invention has much better inhibitory activity and selectivity for double-mutant EGFR kinase than the existing AZD-9291, can be used for preparing anti-tumor drugs, and overcomes the defect of drug tolerance of the first generation ofEGFR inhibitor.

As tyrosine kinase inhibitors of the nitrogen-containing heteroaromatic ring derivatives

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Paragraph 0432; 0433; 0440; 0441; 0442, (2018/09/02)

The present invention relates to compounds as represented by general formula (I) as tyrosine kinase inhibitors, preparation method thereof, pharmaceutical compositions containing the compounds, and uses thereof for preventing and/or treating instances of B-cell related leukemia, inflammatory diseases and autoimmune diseases, wherein A, ring B, L1, L2, R1, R2, R3, a, b, c, d, e, p and q are as defined in the specification.

Design, synthesis and biological evaluation of novel podophyllotoxin derivatives bearing 4β-disulfide/trisulfide bond as cytotoxic agents

Zhu, Shi-Jun,Ying, Hua-Zhou,Wu, Yan,Qiu, Ni,Liu, Tao,Yang, Bo,Dong, Xiao-Wu,Hu, Yong-Zhou

, p. 103172 - 103183 (2015/12/23)

A novel series of C-4β-disulfide/trisulfide-containing podophyllotoxin derivatives were designed, synthesized, and biologically evaluated for their cytotoxic activities against human cancer cell lines, including KB (Mouth Epidermal Carcinoma Cells) and KB/VCR (Vincristine-resistant Mouth Epidermal Carcinoma Cells). Most of these compounds exhibited promising moderate to good cytotoxic activities. In particular, some of them displayed even superior activities to that of etoposide, especially for KB/VCR cell lines, indicating that introduction of the disulfide/trisulfide moiety would be beneficial for overcoming the multi-drug resistant limitation of etoposide. Moreover, the metabolic evaluation of the most promising compound was further performed to reveal that disulfide bond can be stable in human plasma over 8 hours, indicating good potential of these compounds for in vivo anti-cancer activities.

CHIRAL CONTROL

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Paragraph 0017; 0020, (2014/02/15)

The present invention relates to chirally controlled oligonucleotides, chirally controlled oligonucleotide compositions, and the method of making and using the same.

NOVEL CYCLOSPORIN DERIVATIVES AND USES THEREOF

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Paragraph 0369-0370, (2014/09/29)

The present invention relates to a compound of the Formula (I)): or pharmaceutically acceptable salt thereof, wherein the symbols are as defined in the specification; a pharmaceutical composition comprising the same, a method for treating or preventing viral infections, inflammation, dry eye, central nervous disorders, cardiovascular diseases, cancer, obesity, diabetes, muscular dystrophy, and hair loss.

METHODS FOR THE SYNTHESIS OF FUNCTIONALIZED NUCLEIC ACIDS

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Paragraph 00153; 00154, (2013/03/26)

Described herein are methods for the synthesis of derivatives of thiosulfonate reagents. Said reagents have utility for the synthesis of phosphorothiotriesters from H- phosphonates in a stereospecific fashion.

'3+1' Mixed-ligand oxotechnetium(V) complexes with affinity for melanoma: Synthesis and evaluation in vitro and in vivo

Friebe, Matthias,Mahmood, Ashfaq,Spies, Hartmut,Berger, Ralf,Johannsen, Bernd,Mohammed, Ashour,Eisenhut, Michael,Bolzati, Cristina,Davison, Alan,Jones, Alun G.

, p. 2745 - 2752 (2007/10/03)

'3+1' Mixed-ligand [99mTc]oxotechnetium complexes with affinity for melanoma were synthesized in a one-pot reaction. Complexation of technetium-99m with a mixture of N-R(3- azapentane-1,5-dithiol) [R = Me, Pr, Bn, Et2N(CH2)2] and N-(2- dialkylamino)ethanethiol [alkyl = X = Et, Bu, morpholinyl] using Sn2+ as the reducing agent resulted in the formation of '3+1' mixed-ligand technetium-99m complexes [TcO(SN(R)S)(SNX2)] in high radiochemical yield (60-98%). In vitro uptake studies in B16 murine melanoma cells indicated a moderate tumor-cell accumulation (40%) of compound 1 [R = Me, X = Et] and a higher accumulation (69%) of compound 2 [R = Me, X = Bu] after a 60-min incubation. In vivo evaluation of compounds 1-6 in the C57B16/B16 mouse melanoma model demonstrated tumor localization. Compound 2 displayed the highest accumulation with up to 5% ID/g at 60 min after injection. In vivo, 2 also showed a low blood-pool activity and high melanoma/spleen (4.3) and melanoma/lung (1.9) ratios at 1 h. These results suggest that small technetium-99m complexes could be useful as potential melanoma-imaging agents.

Omega-quaternary ammonium alkyl esters and thioesters of acidic nonsteroidal antiinflammatory drugs

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, (2008/06/13)

Quaternary ammonium alkyl esters and thioesters of acidic nonsteroidal anti-inflammatory drugs (NSAIDs) are disclosed. These esters and thioesters display the anti--inflammatory profile of the parent NSAIDs with greatly reduced gastrointestinal irritancy, providing a more favorable separation of therapeutic activity and toxicological side effects than the parent NSAIDs.

Reaction of Thiols with Phenylgyoxal To Give Thiolesters of Mandelic Acid. 2. Intramolecular Genaral-Base Catalysis and Change in Rate-Determinimg Step

Okuyama, Tadashi,Komoguchi, Shinji,Fueno, Takayuki

, p. 2582 - 2587 (2007/10/02)

Reactions of phenylglyoxal (1) with N-(2-mercaptoethyl)morpholine (2a) and -piperidine (2b) to give the thiolesters (4) of mandelic acid have been kinetically investigated at 30 deg C.The reaction proceeds through the initial formation of a hemithioacetal (3) (rapid equilibration with the equilibrium constant Kh = 400-1500 M-1) and its rearrangement via the intramolecular general-base-catalyzed proton transfers to form 4.The pH-rate profile and primary kinetic isotope effects showed that the deprotonation to form an enediol intermediate (5) is rate determining in the reaction with 2a.In the case of 2b, a change in the rate-determining step was observed.At pH 2+, Mg2+, and Ca2+ in aqueous solutions even at low ionic strength.

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