Atock

Base Information

• Chemical Name: Atock
• CAS No.: 43229-80-7
• Molecular Formula: C42H52N4O12
• Molecular Weight: 804.894
• Hs Code.: 2924299090
• European Community (EC) Number: 610-119-5
• NCI Thesaurus Code: C47540
• RXCUI: 236216
• Mol file: 43229-80-7.mol

Synonyms:3-formylamino-4-hydroxy-alpha-(N-1-methyl-2-p-methoxyphenethylaminomethyl)benzyl alcohol.hemifumarate;arformoterol;BD 40A;eformoterol;Foradil;formoterol;formoterol fumarate;formoterol fumarate, ((R*,R*)-(+-))-isomer;formoterol, ((R*,R*)-(+-))-isomer;Oxis

Chemical Property of Atock

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 2.12E-15mmHg at 25°C
• Melting Point: 138-140oC
• Boiling Point: 1089.9 °C at 760 mmHg
• PKA: pKa1 7.9; pKa2 9.2(at 25℃)
• Flash Point: 613 °C
• PSA: 165.42000
• LogP: 3.03490
• Storage Temp.: Room temperature
• Solubility.: Slightly soluble in water, soluble in methanol, slightly soluble in 2-propanol, practically insoluble in acetonitrile.
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 18
• Exact Mass: 804.35817311
• Heavy Atom Count: 58
• Complexity: 507

Purity/Quality:

99% ^*data from raw suppliers

Formoterol hemifumarate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CC1=CC=C(C=C1)OC)NCC(C2=CC(=C(C=C2)O)NC=O)O.CC(CC1=CC=C(C=C1)OC)NCC(C2=CC(=C(C=C2)O)NC=O)O.C(=CC(=O)O)C(=O)O
• Recent ClinicalTrials: Replication of the P04334 Asthma Trial in Healthcare Claims Data
• Recent EU Clinical Trials: A 26 WEEK, RANDOMIZED, DOUBLE BLIND, MULTINATIONAL, MULTICENTRE, ACTIVE CONTROLLED, 2-ARM PARALLEL GROUP TRIAL COMPARING CHF 5993 100/6/12.5 μg pMDI (FIXED COMBINATION OF EXTRAFINE FORMULATION OF BECLOMETASONE DIPROPIONATE PLUS FORMOTEROL FUMARATE PLUS GLYCOPYRRONIUM BROMIDE) TO CHF 1535 200/6 μg pMDI (FIXED COMBINATION OF EXTRAFINE FORMULATION OF BECLOMETASONE DIPROPIONATE PLUS FORMOTEROL FUMARATE) IN SUBJECTS WITH ASTHMA UNCONTROLLED ON MEDIUM DOSES OF INHALED CORTICOSTEROIDS IN COMBINATION WITH LONG-ACTING ?2-AGONISTS.
• Recent NIPH Clinical Trials: None
• Description: Formoterol fumarate is a β2-selective adrenergic agonist useful in the treatment of bronchial asthma. It s potency and duration of action a r e reported to exceed those of salbutamol, as is its ability to inhibit allergic and non-allergic histamine release.
• Uses: A selective 2-adrenergic receptor agonist. Used as an antiasthmatic antiasthmatic;?2-agonist long-acting β 2-agonist, anti-asthmatic A potent β2-AR agonist Formoterol fumarate is a potent β2-AR agonist.
• Clinical Use: Formoterol has a β-directing N-isopropyl-p-methoxyphenyl group and a unique m-formamide and p-hydroxyphenyl ring, which provides selectivity for β2-receptors. It is resistant to MAO and COMT, making it a long-acting agonist. Formoterol has a more rapid onset as compared to salmeterol while maintaining the same long duration of action.

Technology Process of Atock

There total 5 articles about Atock which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

[2-(4-methoxyphenyl)-1-methylethyl](phenylmethyl)amine (43229-65-8) → N-[2-hydroxy-5-[(1R)-1-hydroxy-2-[[(1R)-(4-methoxyphenyl)-1-methylethyl]-amino]ethyl]phenyl]formamide (43229-80-7,87833-61-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanol / 20 °C / Inert atmosphere; Reflux

2.1: potassium carbonate / methanol; tetrahydrofuran / 25 °C / Inert atmosphere

2.2: 255 / 24 h / 120 °C / Inert atmosphere

2.3: 25 °C / 2327.23 Torr / Inert atmosphere

3.1: isopropyl alcohol / 1 h / 25 °C / Inert atmosphere; Reflux

With potassium carbonate; In tetrahydrofuran; methanol; isopropyl alcohol;

Reference yield:

4-methoxybenzyl methyl ketone (122-84-9) → N-[2-hydroxy-5-[(1R)-1-hydroxy-2-[[(1R)-(4-methoxyphenyl)-1-methylethyl]-amino]ethyl]phenyl]formamide (43229-80-7,87833-61-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: platinum on carbon; hydrogen / methanol / 20 °C / 2327.23 - 2844.39 Torr / Inert atmosphere

2.1: methanol / 20 °C / Inert atmosphere; Reflux

3.1: potassium carbonate / methanol; tetrahydrofuran / 25 °C / Inert atmosphere

3.2: 255 / 24 h / 120 °C / Inert atmosphere

3.3: 25 °C / 2327.23 Torr / Inert atmosphere

4.1: isopropyl alcohol / 1 h / 25 °C / Inert atmosphere; Reflux

With platinum on carbon; hydrogen; potassium carbonate; In tetrahydrofuran; methanol; isopropyl alcohol;

Reference yield:

(R)-N-benzyl-N-(1-methyl-2-p-methoxyphenylethyl)amine L-mandelate (245759-64-2) → N-[2-hydroxy-5-[(1R)-1-hydroxy-2-[[(1R)-(4-methoxyphenyl)-1-methylethyl]-amino]ethyl]phenyl]formamide (43229-80-7,87833-61-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / methanol; tetrahydrofuran / 25 °C / Inert atmosphere

1.2: 255 / 24 h / 120 °C / Inert atmosphere

1.3: 25 °C / 2327.23 Torr / Inert atmosphere

2.1: isopropyl alcohol / 1 h / 25 °C / Inert atmosphere; Reflux

With potassium carbonate; In tetrahydrofuran; methanol; isopropyl alcohol;

upstream raw materials:

(2E)-but-2-enedioic acid

(R,R)-formoterol

[2-(4-methoxyphenyl)-1-methylethyl](phenylmethyl)amine

4-methoxybenzyl methyl ketone

Refernces