Basic information
- CAS
2391-03-9- Standard SMILES
CN(C)CC[C@@H](c1ccc(Br)cc1)c1ccccn1.O=C(O)/C=C\C(=O)O- InChIKey
SRGKFVAASLQVBO-DASCVMRKSA-N- Molecular formula
- C20H23BrN2O4
- Average molar mass
- 435.3 g/mol
- Monoisotopic mass
- 434.08412
Overview
Dexbrompheniramine maleate is the maleic acid salt of the (pharmacologically active) (S)-(+)-enantiomer of brompheniramine. A histamine H1 receptor antagonist, it is used for the symptomatic relief of allergic conditions, including rhinitis and conjunctivitis. It has a role as a H1-receptor antagonist and an anti-allergic agent. It contains a dexbrompheniramine.
Names & identifiers
- Preferred name
- (+)-Brompheniramine Maleate
- IUPAC
- (3S)-3-(4-bromophenyl)-N,N-dimethyl-3-pyridin-2-ylpropan-1-amine;(Z)-but-2-enedioic acid
- English name
- DEXBROMPHENIRAMINE MALEATE
- Molecular formula
- C16H19BrN2.C4H4O4
- Molecular weight
- 435.31
Names & synonyms
DEXBROMPHENIRAMINE MALEATE2391-03-9(+)-Brompheniramine maleateDisomerDisomer maleateBrompheniramine d-form maleateDTXSID6047818BPA9UT29BSd-Brompheniramine maleateDTXCID8027795CHEBI:59273Dexbrompheniramine maleate (USP)
Show more names
D03704DisophrolDisomer (tn)disomermaleateDexbroMpheniraMinBrompheniramine d-Dexbrompheniraminumd-brompheniraminemaleate
Dexbrompheniramine maleate [USP](+)-2-(p-Bromo-alpha-(2-(dimethylamino)ethyl)benzyl)pyridine maleate (1:1)Alahist IRAlahist PEAla-hist IrRefChem:56349219-236-2(S)-Brompheniramine Maleate
Database identifiers
- CAS
2391-03-9- PubChem CID
- 6433334
- DTXSID
DTXSID6047818- ChEMBL
CHEMBL1200638
Properties
Computed structural properties
- Topological polar surface area
- 90.7 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 7
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 368
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physicochemical properties
- Melting point
- 132 · 132-134℃
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- Methanol (Slightly), Water (Slightly)
- form
- Solid
- color
- White to Off-White
- Major Application
- pharmaceutical (small molecule)
- InChI
- 1S/C16H19BrN2.C4H4O4/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13;5-3(6)1-2-4(7)8/h3-9,11,15H,10,12H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t15-;/m0./s1
- InChIKey
- SRGKFVAASLQVBO-DASCVMRKSA-N
- SMILES
- OC(=O)\C=C/C(O)=O.CN(C)CC[C@@H](c1ccc(Br)cc1)c2ccccn2
- FDA 21 CFR
- 341.12 · 341.12
- FDA UNII
- 9 UT29BS · BPA9UT29BS
- UNSPSC Code
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P260, P261, P264, P264+P265, P270, P271, P272, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 49 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Toxicology
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Dexbrompheniramine maleate
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
Safety data
- wgk
- 3
- rtecs
- US4026200
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 2933399090
- Toxicity
- guinea pig,LD50,oral,259mg/kg (259mg/kg),SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYEBEHAVIORAL: TREMORBEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD,Chemotherapia. Vol. 3, Pg. 120, 1961.
- risk_code
- 25
- Signal word
- Danger
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood.
Applications
UsesThe S-enantimer of Brompheniramine maleate (B686355) as antihistaminic.
General DescriptionLike the chlorinederivative, the antihistaminic activity of brompheniramineexists predominantly in the dextro isomer, dexbrompheniraminemaleate (D-isomer), and is of comparable potency.
Upstream & downstream products
Upstream raw materials
Suppliers17 total
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
Chongqing jooe co., ltd+86-15223382610 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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