MedKoo Cat#: 317592 | Name: Dexbrompheniramine maleate (S-isomer)
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Dexbrompheniramine is an antihistamine with anticholinergic properties used to treat allergic conditions such as hay fever or urticaria. It is the pharmacologically active dextrorotatory isomer of brompheniramine. It was formerly marketed in combination with pseudoephedrine under the name Drixoral in the US and Canada. Dexbrompheniramine is a histamine H1-receptor antagonist that competes with histamine for the H1-receptor sites on effector cells in the gastrointestinal tract, blood vessels and respiratory tract.

Chemical Structure

Dexbrompheniramine maleate (S-isomer)
Dexbrompheniramine maleate (S-isomer)
CAS#2391-03-9 (maleate S-isomer)

Theoretical Analysis

MedKoo Cat#: 317592

Name: Dexbrompheniramine maleate (S-isomer)

CAS#: 2391-03-9 (maleate S-isomer)

Chemical Formula: C20H23BrN2O4

Exact Mass: 0.0000

Molecular Weight: 435.32

Elemental Analysis: C, 55.18; H, 5.33; Br, 18.36; N, 6.44; O, 14.70

Price and Availability

Size Price Availability Quantity
200mg USD 750.00 2 Weeks
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Synonym
D-Brompheniramine; Dexbrompheniraminum; Disophrol; Brompheniramine d-; Drixoral
IUPAC/Chemical Name
(3S)-3-(4-bromophenyl)-N,N-dimethyl-3-pyridin-2-ylpropan-1-amine maleate
InChi Key
ZDIGNSYAACHWNL-HNNXBMFYSA-N
InChi Code
InChI=1S/C16H19BrN2/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13/h3-9,11,15H,10,12H2,1-2H3/t15-/m0/s1
SMILES Code
CN(C)CC[C@@H](C1=CC=C(Br)C=C1)C2=NC=CC=C2.O=C(O)/C=C\C(O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 435.32 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Sadofsky LR, Campi B, Trevisani M, Compton SJ, Morice AH. Transient receptor potential vanilloid-1-mediated calcium responses are inhibited by the alkylamine antihistamines dexbrompheniramine and chlorpheniramine. Exp Lung Res. 2008 Dec;34(10):681-93. doi: 10.1080/01902140802339623. PubMed PMID: 19085565. 2: Onur F, Yücesoy C, Dermiş S, Kartal M, Kökdil G. Simultaneous determination of pseudoephedrine sulfate, dexbrompheniramine maleate and loratadine in pharmaceutical preparations using derivative spectrophotometry and ratio spectra derivative spectrophotometry. Talanta. 2000 Feb 7;51(2):269-79. PubMed PMID: 18967858. 3: Marák J, Mikus P, Maráková K, Kaniansky D, Valásková I, Havránek E. Potentialities of ITP-CZE method with diode array detection for enantiomeric purity control of dexbrompheniramine in pharmaceuticals. J Pharm Biomed Anal. 2008 Apr 14;46(5):870-6. Epub 2007 May 25. PubMed PMID: 17618074. 4: Lin CC, Kim HK, Lim J, Digiore C, Symchowicz S, Gural R. Steady-state bioavailability of dexbrompheniramine and pseudoephedrine from a repeat-action combination tablet. J Pharm Sci. 1985 Jan;74(1):25-8. PubMed PMID: 3981411. 5: Kapstad B, Warland A. Therapeutic effectiveness of an oral anti-histamine combination (dexbrompheniramine maleate/d-isoephedrine sulphate) in the treatment of patients with allergic rhinitis. Acta Allergol. 1976 Jun;31(3):223-6. PubMed PMID: 782134. 6: Smith G, Fred HL. Cutaneous reaction to dexbrompheniramine maleate. Arch Dermatol. 1966 Aug;94(2):200. PubMed PMID: 4380371. 7: OLANSKY S. DEXBROMPHENIRAMINE-FLUPHENAZINE IN THE MANAGEMENT OF PRURITUS: COMPARISON WITH METHDILAZINE. J New Drugs. 1965 Mar-Apr;5(2):117-20. PubMed PMID: 14315150. 8: FIERBERG AA. ALLERGIC NASAL CONGESTION: EFFECTS OF ORAL TREATMENT WITH A COMBINATION OF DEXBROMPHENIRAMINE AND D-ISOEPHEDRINE. Ann Allergy. 1964 Jun;22:324-8. PubMed PMID: 14175193. 9: LINN E, REISS F. ITCHING DERMATOSES TREATED WITH COMBINED DEXBROMPHENIRAMINE-FLUPHENAZINE. A DOUBLE-BLIND COMPARISON WITH TRIMEPRAZINE. Skin (Los Angeles). 1963 Dec;2:374-6. PubMed PMID: 14088566. 10: GOULD AH. Combined dexbrompheniramine-fluphenazine (Diperm chronotab) in the oral treatment of pruritus. J New Drugs. 1962 May-Jun;2:179-82. PubMed PMID: 13900814.