Basic information
- Standard SMILES
Nc1c(Br)cc(Br)cc1CNC1CCC(O)CC1- InChIKey
JBDGDEWWOUBZPM-PHIMTYICSA-N- Molecular formula
- C13H18Br2N2O
- Average molar mass
- 378.1 g/mol
Overview
Ambroxol is an aromatic amine.
Names & identifiers
- Preferred name
- Ambroxol
- IUPAC
- 4-[(2-amino-3,5-dibromophenyl)methylamino]cyclohexan-1-ol
- English name
- AMbroxol EP IMpurity D
- Molecular formula
- C13H18Br2N2O
- Molecular weight
- 378.1
Names & synonyms
ambroxol18683-91-5107814-37-9rac-cis-AmbroxolAmbroxol EP Impurity D36557-04-74-((2-amino-3,5-dibromobenzyl)amino)cyclohexan-1-olcis-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanolBisolvon metabolite VIII4-[(2-Amino-3,5-dibromobenzyl)amino]cyclohexanolBromhexine-metabolite VIIINA-872
Show more names
AMbroxol IMpurity DAmbroxol impurity D HClAmbroxol Impurity D baseAmbroxol Impurity 3 Monomercis-4-[(2-Amino-3,5-dibromobenzyl)aAMbroxol EP IMpurity DHYDROCHLORIDEd.?cis-4-[(2-amino-3,5-dibromobenzyl)amino]cyclohexanol,
trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanolC13H18Br2N2OTabcincis-Ambroxol4-[(2-amino-3,5-dibromophenyl)methylamino]cyclohexan-1-olAmbroxol, cis-Ambroxol [INN]1217679-83-8
Database identifiers
- CAS
107814-37-9、18683-91-5- PubChem CID
- 2132
- DTXSID
DTXSID60860228- ChEMBL
CHEMBL1477775- ChEBI
CHEBI:135590- UNII
- 200168S0CL、QH6ZT6J071
- Nikkaji
- J13.659J、J3.274.453B
Properties
Computed structural properties
- XLogP
- 2.6
- Topological polar surface area
- 58.3 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 259
Experimental & physicochemical properties
Drugs
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals
Solubility>56.7 [ug/mL] (The mean of the results at pH 7.4)
Human DrugsPharmaceuticals
Melting Point233-234.5
Collision Cross Section170.21 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 56 · 56-61oC
- Boiling point
- 468.6 · 468.6±45.0 °C(Predicted)
- Density
- 1.7 · 1.70±0.1 g/cm3(Predicted)
- storage temp.
- Refrigerator
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 15.12 · 15.12±0.40(Predicted)
- color
- Colourless to Beige
- Stability
- Hygroscopic
- InChI
- InChI=1S/C13H18Br2N2O/c14-9-5-8(13(16)12(15)6-9)7-17-10-1-3-11(18)4-2-10/h5-6,10-11,17-18H,1-4,7,16H2/t10-,11+
- InChIKey
- JBDGDEWWOUBZPM-PHIMTYICSA-N
- SMILES
- [C@@H]1(O)CC[C@H](NCC2=CC(Br)=CC(Br)=C2N)CC1
- FDA UNII
- 6 ZT6J071 · QH6ZT6J071
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
Safety & regulation
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
ATC CodeR05CB06
Protein BindingApproximately 90%
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.
Biological Half-Life7-12 hours
Metabolism/MetabolitesAmbroxol has known human metabolites that include 4-Aminocyclohexanol, cis- and 2-Amino-3,5-dibromobenzaldehyde.
Absorption, Distribution and ExcretionRapid and almost complete.
Uses & manufacturing
Use ClassificationPharmaceuticals
Applications
Usescis-Ambroxol is the cis-isomeric impurity of Ambroxol (A575905). cis-Ambroxol is a metabolite Bromhexine (B678600).
Suppliers50 total
北京华美互利生物化工010-56205725 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
普善实业（陕西）有限公司029-81310890 18165209495 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
南京世洲生物科技有限公司025-025-85560043 17301488900 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
欧利希（湖北）医药科技有限公司17316404525 17316404525 · [email protected]
西安泽邦生物科技有限公司[email protected]
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上海景颜化工科技有限公司13817811078 · [email protected]
上海泰坦科技股份有限公司400-6009262 15618770481 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
常州布克化工有限公司13606129753 13775119556 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
ChemeGen 中国18818260767 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
深圳菲斯生物科技有限公司0755-83725681-603
武汉普洛夫生物科技有限公司17612776928 · [email protected]
南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]
武汉鹏胤药业有限公司13163333255 · [email protected]
深圳菲斯生物科技有限公司0755-83725350 13380397412 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
北京奥秘佳得医药科技有限公司+86-13522808617 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
池州凯隆进出口贸易有限公司[email protected]
TargetMol中国（陶术生物）021-021-33632979 15002134094 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海皓之翔生物科技有限公司（原上海拓青化工有限公司）526763801 13301653310 · [email protected]
武汉峰耀同辉化学制品有限公司027-87466205 15377579727 · [email protected]
武汉鑫儒化工有限公司15927387915 15337108568
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
深圳卓越生物医药科技有限公司0755-26050679 18318671572 · [email protected]
山东永信生物科技有限公司15866604075 · [email protected]
武汉多普乐生物医药有限公司+86-02787215551 19945035818 · [email protected]
上海珞珐生化科技有限公司021-51111890 15317326293 · [email protected]
上海岚克医药科技发展有限公司0086-21-58956006
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
广州市齐云生物技术有限公司020-61288194 61288195 · [email protected]
上海傲广生物科技有限公司1735-4997695 17715859063
上海源叶生物科技有限公司13636370518 · [email protected]
上海西格生物科技有限公司021-57810052 18930344717 · [email protected]
武汉沃格达生物科技有限公司15071299552 · [email protected]
成都华纯科技有限公司400-1166-196 15982826727 · [email protected]
Additional notes
DefinitionChEBI: Ambroxol is an aromatic amine.
Related reactions
5 records
Linked notes
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