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(4-(methylamino)phenyl)methanol, also known as 4-(methylamino)benzyl alcohol, is a chemical compound with the molecular formula C9H13NO. It is a colorless liquid with a faint odor and is commonly used as a precursor in the synthesis of pharmaceuticals and other organic compounds. (4-(methylamino)phenyl)methanol has the potential to be hazardous if not handled properly, and it should be stored and handled according to appropriate safety guidelines. Additionally, it is important to be aware of its potential health effects, including skin and eye irritation, and to take proper precautions when working with this chemical.

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  • 181819-75-0 Structure
  • Basic information

    1. Product Name: (4-(methylamino)phenyl)methanol
    2. Synonyms: (4-(methylamino)phenyl)methanol;4-(Methylamino)benzenemethanol
    3. CAS NO:181819-75-0
    4. Molecular Formula: C8H11NO
    5. Molecular Weight: 137.17904
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 181819-75-0.mol
  • Chemical Properties

    1. Melting Point: 68-70 °C(Solv: benzene (71-43-2))
    2. Boiling Point: 282.4±23.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.117±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: 14.89±0.10(Predicted)
    10. CAS DataBase Reference: (4-(methylamino)phenyl)methanol(CAS DataBase Reference)
    11. NIST Chemistry Reference: (4-(methylamino)phenyl)methanol(181819-75-0)
    12. EPA Substance Registry System: (4-(methylamino)phenyl)methanol(181819-75-0)
  • 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: 181819-75-0(Hazardous Substances Data)

181819-75-0 Usage

Uses

Used in Pharmaceutical Synthesis:
(4-(methylamino)phenyl)methanol is used as a precursor in the pharmaceutical industry for the synthesis of various pharmaceuticals and organic compounds. Its unique chemical structure allows it to be a versatile building block in the development of new drugs and medications.
Used in Chemical Research:
In the field of chemical research, (4-(methylamino)phenyl)methanol serves as a valuable compound for studying the properties and reactions of similar molecules. Its reactivity and structural characteristics make it an important tool for understanding the behavior of related compounds and for developing new synthetic methods.
Used in Organic Chemistry:
(4-(methylamino)phenyl)methanol is also utilized in organic chemistry as a starting material for the synthesis of a wide range of organic compounds. Its functional groups can be modified and transformed into various other molecules, making it a useful intermediate in the preparation of complex organic structures.

Check Digit Verification of cas no

The CAS Registry Mumber 181819-75-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,1,8,1 and 9 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 181819-75:
(8*1)+(7*8)+(6*1)+(5*8)+(4*1)+(3*9)+(2*7)+(1*5)=160
160 % 10 = 0
So 181819-75-0 is a valid CAS Registry Number.

181819-75-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name [4-(methylamino)phenyl]methanol

1.2 Other means of identification

Product number -
Other names 4-methylaminobenzyl alcohol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:181819-75-0 SDS

181819-75-0Relevant articles and documents

A reversible reaction inside a self-assembled capsule

Iwasawa, Tetsuo,Mann, Enrique,Rebek Jr., Julius

, p. 9308 - 9309 (2006)

Reversible encapsulation allows the direct observation of the isolated molecules under ambient conditions, at equilibrium and in the liquid phase. Here we show that capsules can amplify and stabilize molecules that are present in only trace concentrations

NQO1-selective activated prodrugs of combretastatin A-4: Synthesis and biological evaluation

Li, Manping,Li, Sen,Li, Yue,Ma, Xin,Qu, Yan,Wu, Liqiang,Zhang, Chong

, (2020/09/04)

Tumor-specific prodrug treatment renders the exclusive delivery of antitumor agents with the lowest untoward effects. In this work, we reported the synthesis and biological assessment of four NQO1-activatable combretastatin A-4 prodrugs constituted by active drug CA-4, different self-immolating linkers, and NQO1-responsive trigger groups. The in vitro antiproliferative activities showed that prodrug 4 displayed greater selective toxicity toward the tumor cells that overexpressed NQO1, taxol-resistant A549 cells, hypoxia-exposed A549 and HepG2 cells, and incurred lower damage to normal cells in comparison with combretastatin A-4, prodrugs 1, 2, and 3. Moreover, based on a mechanistic study, NQO1 triggered prodrug 4 to effectively liberate the parent drug combretastatin A-4 and kill tumor cells. Furthermore, we also demonstrated that prodrug 4 exerted a stronger anticancer effect and greater safety than combretastatin A-4 under in vivo conditions. Hence, from the above results, NQO1 can be used as a specific delivery system for releasing anticancer agents; besides, prodrug 4 can serve as a candidate lead for developing specific anticancer agents.

N-Alkylation of Alkylolamines with Alcohols Over Mesoporous Solid Acid–Base Cs–B–Zr Catalyst

Chen, Aimin,Wang, Houyong,Liu, Rui,Bo, Yingying,Hu, Jun

, p. 1182 - 1193 (2016/07/06)

Abstract: The mesoporous solid acid–base Cs–B–Zr mixed oxides were synthesized using the co-precipitation method followed by a subsequent thermal treatment. The catalytic activity of solid Cs–B–Zr mixed oxide was tested for solvent free acid–base catalysed direct alkylolamines with alcohols as green alkylating agent. The effects of Cs/B/Zr ratio, calcination temperature, reaction conditions, and reaction substrate on the catalytic performance of the catalysts were investigated. The XRD, N2 adsorption–desorption, ICP-OES, FT-IR and NH3/CO2-TPD results showed that the mesoporous structure and acid–base properties of the catalysts play important roles in the reaction. A suitable number of acid and basic sites on the catalyst lead to a high activity for the N-alkylation reaction. Graphical Abstract: A direct N-alkylation of amino alcohol with alcohols has been developed using mixed oxide Cs–B–Zr as an acid–base bifunctionalized catalyst.[Figure not available: see fulltext.]

AMINOSTYRYLBENZOFURAN DERIVATIVES AS INHIBITORS AGAINST BETA-AMYLOID FIBRIL FORMATION, AND PHARMACEUTICAL COMPOSITION COMPRISING SAME

-

Paragraph 0147; 0148; 0149, (2015/03/16)

The present invention provides an aminostyrylbenzofuran compound of Formula (I), and a pharmaceutical composition comprising same. The pharmaceutical composition of the present invention comprising the compound of Formula (I), a pharmaceutically acceptabl

NEW CYCLOHEXYL AND QUINUCLIDINYL CARBAMATE DERIVATIVES HAVING BETA2 ADRENERGIC AGONIST AND M3 MUSCARINIC ANTAGONIST ACTIVITY

-

, (2014/07/08)

The present invention relates to novel compounds having β2 adrenergic agonist and M3 muscarinic antagonist dual activity, to pharmaceutical compositions containing them, to the process for their preparation and to their use in respiratory therapies.

AMINOSTYRYLBENZOFURAN DERIVATIVES AS INHIBITORS AGAINST BETA-AMYLOID FIBRIL FORMATION, AND PHARMACEUTICAL COMPOSITION COMPRISING SAME

-

Page/Page column 19, (2013/10/21)

The present invention provides an aminostyrylbenzofuran compound of Formula (I), and a pharmaceutical composition comprising same. The pharmaceutical composition of the present invention comprising the compound of Formula (I), a pharmaceutically acceptabl

Aminostyrylbenzofuran derivatives as potent inhibitors for Aβ fibril formation

Byun, Ji Hun,Kim, HyeYun,Kim, YoungSoo,Mook-Jung, Inhee,Kim, Dong Jin,Lee, Won Koo,Yoo, Kyung Ho

scheme or table, p. 5591 - 5593 (2009/06/18)

The synthesis of a novel series of aminostyrylbenzofuran derivatives 1a-w and their inhibitory activities for Aβ fibril formation were described. All the synthesized compounds were evaluated by thioflavin T (ThT) assay and displayed potent inhibitory activities for Aβ fibril formation. Among them, compounds 1i and 1q exhibited excellent inhibitory activities (IC50 = 0.07 and 0.08 μM, respectively) than those of Curcumin (IC50 = 0.80 μM) and IMSB (IC50 = 8.00 μM) as reference compounds. Both compounds were selected as promising candidates for further biological evaluation.

Assessment of 4-nitrogenated benzyloxymethyl groups for 2′-Hydroxyl protection in solid-phase RNA synthesis

Cieslak, Jacek,Kauffman, Jon S.,Kolodziejski, Michelle J.,Lloyd, John R.,Beaucage, Serge L.

, p. 671 - 674 (2008/02/05)

The search for a 2′-OH protecting group that would impart ribonucleoside phosphoramidites with coupling kinetics and coupling efficiencies comparable to those of deoxyribonucleoside phosphoramidites led to an assessment of 2′-0-(4-nitrogenated benzyloxy)m

Mono-N-methylation of functionalized anilines with alkyl methyl carbonates over NaY faujasites. 4. Kinetics and selectivity

Selva, Maurizio,Tundo, Pietro,Foccardi, Tommaso

, p. 2476 - 2485 (2007/10/03)

(Chemical Equation Presented) In the presence of NaY faujasite as the catalyst, the reaction of bifunctional anilines (1-4: XC6H 4-NH2; X = OH, CO2H, CH2OH, and CONH2) with methyl alkyl carbonates [MeOCO2R′: R′ = Me or MeO(CH2)2O(CH2)2] proceeds with a very high mono-N-methyl selectivity (XC6H 4NHMe up to 99%), and chemoselectivity as well, with other nucleophilic functions (OH, CO2H, CH2OH, CONH2) fully preserved from alkylation and/or transesterification reactions. Aromatic substituents, however, modify the relative reactivity of amines 1-4: good evidence suggests that, not only steric and electronic effects, but, importantly, direct acid-base interactions between substituents and the catalyst are involved. Weakly acidic groups (OH, CH2OH, CONH2, pKa ≥ 10) may help the reaction, while aminobenzoic acids (pK a of 4-5) are the least reactive substrates. The solvent polarity also affects the reaction, which is faster in xylene than in the more polar diglyme. The mono-N-methyl selectivity is explained by the adsorption pattern of reagents within the zeolite pores: a BAl2 displacement of the amine on methyl alkyl carbonate should occur aided by the geometric features of the NaY supercavities. Different factors account for the reaction chemoselectivity. Evidence proves that the polarizability of the two nucleophilic terms (NH 2 and X groups) of anilines is relevant, although adsorption and confinement phenomena of reagents promoted by the zeolite should also be considered.

Synthesis of mono-N-substituted functionalized anilines

-

Page 4, (2008/06/13)

The present invention relates to a process for direct and selective synthesis of mono-N-substituted functionalized anilines by using alkylating agents selected from the class of organic carbonates, preferably of the dialkyl, dibenzyl and diallyl types, in the presence of suitable catalysts that are chemically related to the class of aluminosilicates.

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