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(S)-b-Amino-3-Methoxy-benzeneethanol, also known as (-)-S-3-Methoxy-alpha-methylbenzeneethanol, is a chiral chemical compound with the molecular formula C9H13NO2. It features a single chiral center, existing in two enantiomeric forms, (S)and (R)-. (S)-b-AMino-3-Methoxy-benzeneethanol serves as a β-adrenergic agonist and has been investigated for its potential therapeutic applications in cardiovascular and respiratory disorders. Moreover, it is utilized as a reagent in organic synthesis and pharmaceutical research, and has been studied for its possible anti-inflammatory and analgesic properties.

1213016-49-9

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1213016-49-9 Usage

Uses

Used in Pharmaceutical Research:
(S)-b-Amino-3-Methoxy-benzeneethanol is used as a reagent in pharmaceutical research for its role as a β-adrenergic agonist, which aids in the development of treatments for various conditions.
Used in Cardiovascular and Respiratory Treatments:
In the medical field, (S)-b-Amino-3-Methoxy-benzeneethanol is used as a potential treatment for cardiovascular and respiratory disorders due to its β-adrenergic agonist properties, which can help in managing these conditions.
Used in Organic Synthesis:
(S)-b-Amino-3-Methoxy-benzeneethanol is utilized as a reagent in organic synthesis, contributing to the creation of various chemical compounds and pharmaceuticals.
Used in Anti-inflammatory and Analgesic Applications:
(S)-b-Amino-3-Methoxy-benzeneethanol is studied for its potential anti-inflammatory and analgesic effects, indicating its possible use in the development of medications for pain relief and inflammation reduction.

Check Digit Verification of cas no

The CAS Registry Mumber 1213016-49-9 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,2,1,3,0,1 and 6 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1213016-49:
(9*1)+(8*2)+(7*1)+(6*3)+(5*0)+(4*1)+(3*6)+(2*4)+(1*9)=89
89 % 10 = 9
So 1213016-49-9 is a valid CAS Registry Number.

1213016-49-9Downstream Products

1213016-49-9Relevant academic research and scientific papers

BENZOPYRAZOLE COMPOUND USED AS RHO KINASE INHIBITOR

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Paragraph 0145-0146; 0151-0152, (2021/02/25)

The invention relates to a benzopyrazole compound used as RHO kinase inhibitor, a pharmaceutical composition and uses thereof for preparing an RHO kinase inhibiting drug, and more specifically to said compound of formula (I-1), a pharmaceutically acceptable salt and isomer thereof.

Catalytic β C-H amination: Via an imidate radical relay

Stateman, Leah M.,Wappes, Ethan A.,Nakafuku, Kohki M.,Edwards, Kara M.,Nagib, David A.

, p. 2693 - 2699 (2019/03/06)

The first catalytic strategy to harness imidate radicals for C-H functionalization has been developed. This iodine-catalyzed approach enables β C-H amination of alcohols by an imidate-mediated radical relay. In contrast to our first-generation, (super)stoichiometric protocol, this catalytic method enables faster and more efficient reactivity. Furthermore, lower oxidant concentration affords broader functional group tolerance, including alkenes, alkynes, alcohols, carbonyls, and heteroarenes. Mechanistic experiments interrogating the electronic nature of the key 1,5 H-atom transfer event are included, as well as probes for chemo-, regio-, and stereo-selectivity.

Directed β C-H Amination of Alcohols via Radical Relay Chaperones

Wappes, Ethan A.,Nakafuku, Kohki M.,Nagib, David A.

, p. 10204 - 10207 (2017/08/10)

A radical-mediated strategy for β C-H amination of alcohols has been developed. This approach employs a radical relay chaperone, which serves as a traceless director that facilitates selective C-H functionalization via 1,5-hydrogen atom transfer (HAT) and enables net incorporation of ammonia at the β carbon of alcohols. The chaperones presented herein enable direct access to imidate radicals, allowing their first use for H atom abstraction. A streamlined protocol enables rapid conversion of alcohols to their β-amino analogs (via in situ conversion of alcohols to imidates, directed C-H amination, and hydrolysis to NH2). Mechanistic experiments indicate HAT is rate-limiting, whereas intramolecular amination is product- and stereo-determining.

Synthesis of enantiopure 1,2-azido and 1,2-amino alcohols via regio- and stereoselective ring-opening of enantiopure epoxides by sodium azide in hot water

Wang, Hai-Yang,Huang, Kun,De Jesús, Melvin,Espinosa, Sandraliz,Pi?ero-Santiago, Luis E.,Barnes, Charles L.,Ortiz-Marciales, Margarita

, p. 91 - 100 (2016/02/09)

A practical and convenient method for the efficient and regio- and stereoselective ring-opening of enantiopure monosubstituted epoxides by sodium azide under hydrolytic conditions is reported. The ring-opening of enantiopure styryl and pyridyl (S)-epoxides by N3- in hot water takes place preferentially at the internal position with complete inversion of configuration to produce (R)-2-azido ethanols with up to 99% enantio- and regioselectivity, while the (S)-adamantyl oxirane provides mainly the (S)-1-adamantyl-2-azido ethanol in excellent yield. In general, 1,2-amino ethanols were obtained in high yield and excellent enantiopurity by the reduction of the chiral 1,2-azido ethanols with PPh3 in water/THF, and then converted into the Boc or acetamide derivatives.

A general asymmetric synthesis of phenylglycinols

Pan, Xingang,Jia, Liangbin,Liu, Xuejian,Ma, Haikuo,Yang, Wenqian,Schwarz, Jacob B.

, p. 329 - 337 (2011/05/17)

Hydride reduction and deprotection of siloxymethyl sulfinimines 2 reliably furnished chiral phenylglycinols 1 or 10 in high overall yield and enantiomeric purity.

Formal aromatic C-H insertion for stereoselective isoquinolinone synthesis and studies on mechanistic insights into the C-C bond formation

Park, Chan Pil,Nagle, Advait,Cheol, Hwan Yoon,Chen, Chiliu,Kyung, Woon Jung

supporting information; scheme or table, p. 6231 - 6236 (2009/12/08)

(Chemical Equation Presented) Formal aromatic C-H insertion of rhodium(II) carbenoid was intensively investigated to develop a new methodology and probe its mechanism. Contrasting with the previously proposed direct C-H insertion, the mechanism was revealed to be electrophilic aromatic substitution, which was supported by substituent effects on the aromatic ring and a secondary deuterium kinetic isotope effect. Various isoquinolinones were synthesized intramolecularly via six-membered ring formation with high regioand diastereoselectivity, while averting the common Buchner-type reaction. Intermolecularly, dirhodium catalyzed formal aromatic C-H insertion on electron-rich aromatics was also achieved.

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