MedKoo Cat#: 414757 | Name: Brompheniramine free base

Description:

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

Brompheniramine free base is a histamine H1 antagonist used in treatment of allergies, rhinitis, and urticaria.

Chemical Structure

Brompheniramine free base
Brompheniramine free base
CAS#86-22-6 (free base)

Theoretical Analysis

MedKoo Cat#: 414757

Name: Brompheniramine free base

CAS#: 86-22-6 (free base)

Chemical Formula: C16H19BrN2

Exact Mass: 318.0732

Molecular Weight: 319.25

Elemental Analysis: C, 60.20; H, 6.00; Br, 25.03; N, 8.78

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Synonym
Brompheniramine free base; HSDB3017; HSDB-3017; HSDB 3017; Ilvin
IUPAC/Chemical Name
2-Pyridinepropanamine, gamma-(4-bromophenyl)-N,N-dimethyl-
InChi Key
ZDIGNSYAACHWNL-UHFFFAOYSA-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
SMILES Code
CN(C)CCC(C1=CC=C(Br)C=C1)C2=NC=CC=C2
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 319.25 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: Chiu CC, Chen JY, Chen YW, Wang JJ, Hung CH. Subcutaneous brompheniramine for cutaneous analgesia in rats. Eur J Pharmacol. 2019 Oct 5;860:172544. doi: 10.1016/j.ejphar.2019.172544. Epub 2019 Jul 15. PMID: 31319069. 2: Bruce RB, Turnbull LB, Newman JH, Pitts JE. Metabolism of brompheniramine. J Med Chem. 1968 Sep;11(5):1031-4. doi: 10.1021/jm00311a026. PMID: 4386938. 3: Klein GL, Littlejohn T 3rd, Lockhart EA, Furey SA. Brompheniramine, terfenadine, and placebo in allergic rhinitis. Ann Allergy Asthma Immunol. 1996 Nov;77(5):365-70. doi: 10.1016/S1081-1206(10)63334-0. PMID: 8933774. 4: Druce HM, Thoden WR, Mure P, Furey SA, Lockhart EA, Xie T, Galant S, Prenner BM, Weinstein S, Ziering R, Brandon ML. Brompheniramine, loratadine, and placebo in allergic rhinitis: a placebo-controlled comparative clinical trial. J Clin Pharmacol. 1998 Apr;38(4):382-9. doi: 10.1002/j.1552-4604.1998.tb04439.x. PMID: 9590467. 5: Pathirana S, Jayawardena S, Meeves S, Thompson GA. Brompheniramine and Chlorpheniramine Pharmacokinetics Following Single-Dose Oral Administration in Children Aged 2 to 17 Years. J Clin Pharmacol. 2018 Apr;58(4):494-503. doi: 10.1002/jcph.1037. Epub 2017 Nov 14. PMID: 29136286. 6: BROMPHENIRAMINE maleate. J Am Med Assoc. 1959 May 9;170(2):194-5. PMID: 13641003. 7: Gwaltney JM Jr, Druce HM. Efficacy of brompheniramine maleate for the treatment of rhinovirus colds. Clin Infect Dis. 1997 Nov;25(5):1188-94. doi: 10.1086/516105. PMID: 9402380. 8: Thoden WR, Druce HM, Furey SA, Lockhart EA, Ratner P, Hampel FC, van Bavel J. Brompheniramine maleate: a double-blind, placebo-controlled comparison with terfenadine for symptoms of allergic rhinitis. Am J Rhinol. 1998 Jul- Aug;12(4):293-9. doi: 10.2500/105065898781389976. PMID: 9740926. 9: Shin WH, Kim KS, Kim EJ. Electrophysiological effects of brompheniramine on cardiac ion channels and action potential. Pharmacol Res. 2006 Dec;54(6):414-20. doi: 10.1016/j.phrs.2006.08.004. Epub 2006 Sep 3. PMID: 17010640. 10: Simons FE, Roberts JR, Gu X, Kapur S, Simons KJ. The clinical pharmacology of brompheniramine in children. J Allergy Clin Immunol. 1999 Feb;103(2 Pt 1):223-6. doi: 10.1016/s0091-6749(99)70494-x. PMID: 9949311. 11: Prapatpong P, Prutthiwanasan B, Nuchtavorn N, Buranaphalin S, Suntornsuk L. Brompheniramine as a novel probe for indirect UV detection and its application for the capillary electrophoresis of adamantane drugs. J Sep Sci. 2017 Mar;40(5):1184-1192. doi: 10.1002/jssc.201601162. Epub 2017 Feb 7. PMID: 28087893. 12: Budd HA Jr. Letter: Brompheniramine in treatment of retrograde ejaculation. Urology. 1975 Jul;6(1):131. doi: 10.1016/0090-4295(75)90614-7. PMID: 1145917. 13: Simons FE, Frith EM, Simons KJ. The pharmacokinetics and antihistaminic effects of brompheniramine. J Allergy Clin Immunol. 1982 Dec;70(6):458-64. doi: 10.1016/0091-6749(82)90009-4. PMID: 6128358. 14: Halmo LS, Wang GS, Reynolds KM, Delva-Clark H, Rapp-Olsson M, Banner W, Bond GR, Kauffman RE, Palmer RB, Paul IM, Green JL, Dart RC. Pediatric Fatalities Associated With Over-the-Counter Cough and Cold Medications. Pediatrics. 2021 Nov;148(5):e2020049536. doi: 10.1542/peds.2020-049536. Epub 2021 Oct 4. PMID: 34607934. 15: Fang SY, Druce HM, Baraniuk JN. Anticholinergic properties of brompheniramine, chlorpheniramine, and atropine in human nasal mucosa in vitro. Am J Rhinol. 1998 Mar-Apr;12(2):131-3. doi: 10.2500/105065898781390271. PMID: 9578932. 16: Ballinger BR, Feely J. Antidepressants. Br Med J (Clin Res Ed). 1983 Jun 11;286(6381):1885-7. doi: 10.1136/bmj.286.6381.1885. PMID: 6222780; PMCID: PMC1547741. 17: Seto A, Einarson T, Koren G. Evaluation of brompheniramine safety in pregnancy. Reprod Toxicol. 1993 Jul-Aug;7(4):393-5. doi: 10.1016/0890-6238(93)90028-6. PMID: 8400627. 18: Yao Y, Zhao Y, Zhang X, Yu J, Guo X. Determination of brompheniramine enantiomers in rat plasma by cation-selective exhaustive injection and sweeping cyclodextrin modified electrokinetic chromatography method. Electrophoresis. 2018 Aug;39(16):2099-2106. doi: 10.1002/elps.201800138. Epub 2018 Jun 4. PMID: 29756294. 19: Zhang P, Xie X, Tang K, Xu W. Chiral separation of brompheniramine enantiomers by recycling high-speed countercurrent chromatography using carboxymethyl-β-cyclodextrin as a chiral selector. J Sep Sci. 2016 Jun;39(12):2300-6. doi: 10.1002/jssc.201501240. Epub 2016 Jun 2. PMID: 27080368. 20: Park SJ, Kim KS, Kim EJ. Blockade of HERG K+ channel by an antihistamine drug brompheniramine requires the channel binding within the S6 residue Y652 and F656. J Appl Toxicol. 2008 Mar;28(2):104-11. doi: 10.1002/jat.1252. PMID: 17516459.