86-22-6

86-22-6 structure

Name: brompheniramine
Chemical Name: brompheniramine
CAS Number: 86-22-6
Molecular Formula: C₁₆H₁₉BrN₂
Molecular Weight: 319.23900
Catalog: API Antiallergic Antihistamine
Create Date: 2018-09-26 00:10:55
Modify Date: 2024-01-02 15:18:54
Brompheniramine ((±)-Brompheniramine) is a potent and orally active antihistamine of the alkylamine class. Brompheniramine is a selective histamine H1 receptor antagonist with a Kd of 6.06 nM. Brompheniramine can block the hERG channels, calcium channels, and sodium channels with IC50s of 0.90 μM, 16.12 μM and 21.26 μM, respectively. Brompheniramine has anticholinergic, antidepressant and anesthetic properties and can be used for allergic rhinitis research[1][2][3][4].

Name	brompheniramine
Synonyms	Brompheniramine MFCD00865691 EINECS 201-657-8 (+/-)-1-(4-bromophenyl)-1-(2-pyridyl)-3-dimethylaminopropane (±)-brompheniramine

Description	Brompheniramine ((±)-Brompheniramine) is a potent and orally active antihistamine of the alkylamine class. Brompheniramine is a selective histamine H1 receptor antagonist with a Kd of 6.06 nM. Brompheniramine can block the hERG channels, calcium channels, and sodium channels with IC50s of 0.90 μM, 16.12 μM and 21.26 μM, respectively. Brompheniramine has anticholinergic, antidepressant and anesthetic properties and can be used for allergic rhinitis research[1][2][3][4].
Related Catalog	Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel Signaling Pathways >> Neuronal Signaling >> mAChR Signaling Pathways >> Immunology/Inflammation >> Histamine Receptor Research Areas >> Endocrinology Signaling Pathways >> GPCR/G Protein >> mAChR Research Areas >> Inflammation/Immunology Research Areas >> Neurological Disease Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel Signaling Pathways >> GPCR/G Protein >> Histamine Receptor
In Vitro	Brompheniramine (0.1-100 μM) blocks hERG K+ channels expressed in CHO cells in a concentration-dependent manner with an IC50 of 0.90±0.14 μM, and reduced peak tail current amplitude measured at -60 mV (cells are depolarized for 2 s to +20 mV from a holding potential of -80 mV followed by a 3s repolarization back to -60 mV)[3]. Brompheniramine (1, 10 and 100 μM) significantly shortens the APD50 and depresses the plateau phase on the action potential in guinea pig papillary muscle, as well as slightly prolongs the APD90 in guinea pig papillary muscle at 10 and 100 μM[3]. Brompheniramine (0.1-100 μM) inhibit the amplitude of the Ca2+ channel currents in rat ventricular myocytes by 14.1±1.1, 31.1±5.8, 38.0±3.8 and 90.2±3.7% at 0.1, 1, 10 and 100 μM, respectively[3]. Brompheniramine blocks muscarinic cholinergic receptors in human chinese hamster ovary (CHO) cells[4].
In Vivo	Brompheniramine (0.3-3 μM; SC, single dosage) induces cutaneous analgesia in rats[1]. Animal Model: Male Sprague-Dawley rats[1] Dosage: 0.3, 0.6, 1.1, 1.5 and 3.0  μM Administration: SC, single dosage Result: Provoked cutaneous analgesia in a dose-dependent manner, with an EC50 value of 0.66 μM, and induced prolonged analgesic duration.
References	[1]. Chong-Chi Chiu, et al. Subcutaneous brompheniramine for cutaneous analgesia in rats. Eur J Pharmacol. 2019 Oct 5;860:172544. [2]. B Cusack, et al. Binding of antidepressants to human brain receptors: focus on newer generation compounds. Psychopharmacology (Berl). 1994 May;114(4):559-65. [3]. 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. [4]. Yasuda SU, Yasuda RP. Affinities of brompheniramine, chlorpheniramine, and terfenadine at the five human muscarinic cholinergic receptor subtypes. Pharmacotherapy. 1999 Apr;19(4):447-51.

Density	1.265 g/cm3
Boiling Point	403ºC at 760 mmHg
Molecular Formula	C₁₆H₁₉BrN₂
Molecular Weight	319.23900
Flash Point	197.5ºC
Exact Mass	318.07300
PSA	16.13000
LogP	3.92770
Index of Refraction	1.577
Storage condition	2-8°C

172274-26-9

74-86-2

~68%

86-22-6

Literature: Botteghi, Carlo; Chelucci, Giorgio; Ponte, Gino Del; Marchetti, Mauro; Paganelli, Stefano Journal of Organic Chemistry, 1994 , vol. 59, # 23 p. 7125 - 7127

158696-50-5

86-22-6

Literature: Journal of Organic Chemistry, , vol. 59, # 23 p. 7125 - 7127

158696-53-8

86-22-6

Literature: Journal of Organic Chemistry, , vol. 59, # 23 p. 7125 - 7127

110-86-1

86-22-6

Literature: Yakugaku Zasshi, , vol. 72, p. 1529 Chem.Abstr., , p. 8080

589-15-1

86-22-6

Literature: Yakugaku Zasshi, , vol. 72, p. 1529 Chem.Abstr., , p. 8080

74129-15-0

107-99-3

86-22-6

Literature: Yakugaku Zasshi, , vol. 72, p. 1529 Chem.Abstr., , p. 8080

Precursor 5
74-86-2 110-86-1 589-15-1 74129-15-0
107-99-3
DownStream 0

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