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Ambroxol

Ambroxol structure

CAS No:
18683-91-5
Formula:
C13H18Br2N2O
Chemical Name:
Ambroxol
Synonyms:
Cyclohexanol,4-[[(2-amino-3,5-dibromophenyl)methyl]amino]-,trans-;Cyclohexanol,4-[(2-amino-3,5-dibromobenzyl)amino]-,trans-;trans-4-[[(2-Amino-3,5-dibromophenyl)methyl]amino]cyclohexanol;N-(trans-4-Hydroxycyclohexyl)-N-(2-amino-3,5-dibromobenzyl)amine;NA 872;N-(trans-4-Hydroxycyclohexyl)-2-amino-3,5-dibromobenzylamine;Ambroxol;2-Amino-3,5-dibromo-N-(trans-4-hydroxycyclohexyl)benzylamine;Lasolvan;Ambroxils;12674-29-2
Categories:
Active Pharmaceutical Ingredients > Respiratory Drugs

Description

Ambroxol (NA-872) is a secretolytic agent used in the treatment of respiratory diseases associated with viscid or excessive mucus.

Ambroxol is an aromatic amine.|Ambroxol is a secretolytic agent used in the treatment of respiratory diseases associated with viscid or excessive mucus. It is the active ingredient of Mucosolvan, Lasolvan or Mucoangin. The substance is a mucoactive drug with several properties including secretolytic and secretomotoric actions that restore the physiological clearance mechanisms of the respiratory tract which play an important role in the body’s natural defence mechanisms. It stimulates synthesis and release of surfactant by type II pneumocytes. Surfactants acts as an anti-glue factor by reducing the adhesion of mucus to the bronchial wall, in improving its transport and in providing protection against infection and irritating agents.|A metabolite of BROMHEXINE that stimulates mucociliary action and clears the air passages in the respiratory tract. It is usually administered as the hydrochloride.

Ambroxol Basic Attributes

Molecular Weight：

378.1

Exact Mass：

378.10

EC Number：

242-500-3

UNII：

200168S0CL|QH6ZT6J071

DSSTox ID：

DTXSID8022583

ATC Code：

R05CB06|R - Respiratory system

HScode：

2922199090

Characteristics

PSA：

58.3

XLogP3：

2.91

Density：

1.5863 (rough estimate)

Melting Point：

233-234 C

Boiling Point：

468.6±45.0 °C(Predicted)

Flash Point：

237.2±28.7 °C

Refractive Index：

1.6220 (estimate)

Water Solubility：

>56.7 [ug/mL]

Storage Conditions：

2-8°C

Vapor Pressure：

0mmHg at 25°C

Toxicity：

Oral-rat LD50: 13400 mg/kg; Oral-Mouse LD50: 2720 mg/kg

Flammability characteristics：

Flammable; burning produces toxic nitrogen oxides and bromide fumes

Safety Information

wgk germany：

hazard class code：

22-36/37/38

safety instructions：

36-26

RTECS Number：

GV8423000

Marks：

Xn,Xi

Storage features：

Warehouse ventilated, low temperature and dry

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity class：

moderately

Protein Binding：

Approximately 90%

Drug Information

Drug Indication：

Ambroxol is indicated for secretolytic therapy in bronchoplmonary diseaes with abnormal mucus secretion and transport. It allows the mucus to be more easily cleared and ease a patient's breathing.

MeSH：

Agents that increase mucous excretion. Mucolytic agents, that is drugs that liquefy mucous secretions, are also included here. (See all compounds classified as Expectorants.)

Absorption：

Rapid and almost complete.

Metabolism/Metabolites：

Ambroxol has known human metabolites that include 2-Amino-3,5-dibromobenzaldehyde and 4-Aminocyclohexanol, cis-.

Biological Half-Life：

7-12 hours

Mechanism of Action：

Ambroxol is a mucolytic agent. Excessive Nitric oxide (NO) is associated with inflammatory and some other disturbances of airways function. NO enhances the activation of soluble guanylate cyclase and cGMP accumulation. Ambroxol has been shown to inhibit the NO-dependent activation of soluble guanylate cyclase. It is also possible that the inhibition of NO-dependent activation of soluble guanylate cyclase can suppress the excessive mucus secretion, therefore it lowers the phlegm viscosity and improves the mucociliary transport of bronchial secretions.

MeSH Entry Terms：

4-(((2-Amino-3,5-dibromophenyl)methyl)amino)cyclohexanol

Ambroxol Use and Manufacturing

Uses

expectorant. For acute and chronic bronchitis, bronchial asthma, bronchiectasis, emphysema, tuberculosis, pneumoconiosis, difficulty in sputum production after surgery, etc. This product injection can be used for the proactive treatment of postoperative pulmonary complications and the treatment of infant respiratory distress syndrome.

Use Classification：

Pharmaceuticals

Computed Properties

Molecular Weight:378.10
XLogP3:2.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:377.97654
Monoisotopic Mass:375.97859
Topological Polar Surface Area:58.3
Heavy Atom Count:18
Complexity:259
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

2-Methoxyethanol

Tetrachloroethylene

SODIUM SULFATE

Acetic acid

Sodium sulfate

Sulfurous acid

Related Drugs

Roxithromycin and Ambroxol Tablets
Specifications	Roxithromycin 150mg and ambroxol hydrochloride 30mg
Manufacturer	Shandong Luoxin Pharmaceutical Group Stock Co., Ltd.

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