Astemizole | CAS#68844-77-9 | Histamine H1-Receptor Antagonist

MedKoo Cat#: 558232 | Name: Astemizole

Description:

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

Astemizole is a histamine H1-receptor antagonist. Astemizole competitively binds to histamine H1-receptor sites in the gastrointestinal tract, uterus, blood vessels, and bronchial muscle. This suppresses the formation of edema and pruritus caused by histamine. Astemizole is structurally similar to terfenadine and haloperidol; it has anticholinergic and antipruritic effects.

Chemical Structure

Astemizole

CAS#68844-77-9

Theoretical Analysis

MedKoo Cat#: 558232

Name: Astemizole

CAS#: 68844-77-9

Chemical Formula: C28H31FN4O

Exact Mass: 458.2482

Molecular Weight: 458.57

Elemental Analysis: C, 73.34; H, 6.81; F, 4.14; N, 12.22; O, 3.49

Price and Availability

Size	Price	Availability
50mg	USD 250.00	2 Weeks
100mg	USD 450.00	2 Weeks
200mg	USD 750.00	2 Weeks
500mg	USD 1,650.00	2 Weeks
1g	USD 2,650.00	2 Weeks
2g	USD 4,650.00	2 Weeks

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Related CAS #

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Synonym

Astemizole; Hismanal; Histaminos; Paralergin; Laridal; Retolen; NSC 329963; NSC329963; NSC-329963

IUPAC/Chemical Name

1-[(4-fluorophenyl)methyl]-N-[1-[2-(4-methoxyphenyl)ethyl]piperidin-4-yl]benzimidazol-2-amine

InChi Key

GXDALQBWZGODGZ-UHFFFAOYSA-N

InChi Code

InChI=1S/C28H31FN4O/c1-34-25-12-8-21(9-13-25)14-17-32-18-15-24(16-19-32)30-28-31-26-4-2-3-5-27(26)33(28)20-22-6-10-23(29)11-7-22/h2-13,24H,14-20H2,1H3,(H,30,31)

SMILES Code

COC1=CC=C(C=C1)CCN2CCC(CC2)NC3=NC4=CC=CC=C4N3CC5=CC=C(C=C5)F

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

Certificate of Analysis

View CoA: current batch, Lot#C9M04C23

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 458.57 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.

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: Asai T, Adachi N, Moriya T, Oki H, Maru T, Kawasaki M, Suzuki K, Chen S, Ishii R, Yonemori K, Igaki S, Yasuda S, Ogasawara S, Senda T, Murata T. Cryo-EM Structure of K+-Bound hERG Channel Complexed with the Blocker Astemizole. Structure. 2021 Mar 4;29(3):203-212.e4. doi: 10.1016/j.str.2020.12.007. Epub 2021 Jan 14. PMID: 33450182. 2: García-Quiroz J, Camacho J. Astemizole: an old anti-histamine as a new promising anti-cancer drug. Anticancer Agents Med Chem. 2011 Mar;11(3):307-14. doi: 10.2174/187152011795347513. PMID: 21443504. 3: Wang X, Lu J, Ge S, Hou Y, Hu T, Lv Y, Wang C, He H. Astemizole as a drug to inhibit the effect of SARS-COV-2 in vitro. Microb Pathog. 2021 Jul;156:104929. doi: 10.1016/j.micpath.2021.104929. Epub 2021 Apr 29. PMID: 33932547; PMCID: PMC8081582. 4: Richards DM, Brogden RN, Heel RC, Speight TM, Avery GS. Astemizole. A review of its pharmacodynamic properties and therapeutic efficacy. Drugs. 1984 Jul;28(1):38-61. doi: 10.2165/00003495-198428010-00003. PMID: 6204835. 5: Kaufman HS, Chang P, Chang G. Astemizole-induced paresthesia. N Engl J Med. 1990 Sep 6;323(10):684. doi: 10.1056/NEJM199009063231016. PMID: 1974696. 6: Janssens MM. Astemizole. A nonsedating antihistamine with fast and sustained activity. Clin Rev Allergy. 1993 Spring;11(1):35-63. doi: 10.1007/BF02802293. PMID: 8319160. 7: Heidemann SM, Sarnaik AP. Arrhythmias after astemizole overdose. Pediatr Emerg Care. 1996 Apr;12(2):102-4. doi: 10.1097/00006565-199604000-00009. PMID: 8859918. 8: Lin AY, Zahtz G, Myssiorek D. Astemizole-associated urinary retention. Otolaryngol Head Neck Surg. 1991 Jun;104(6):893-4. doi: 10.1177/019459989110400623. PMID: 1679231. 9: Hedrick CL, Abate MA. Astemizole effects on skin testing. Ann Pharmacother. 1992 Nov;26(11):1388-9. PMID: 1477445. 10: Skardal A, Aleman J, Forsythe S, Rajan S, Murphy S, Devarasetty M, Pourhabibi Zarandi N, Nzou G, Wicks R, Sadri-Ardekani H, Bishop C, Soker S, Hall A, Shupe T, Atala A. Drug compound screening in single and integrated multi- organoid body-on-a-chip systems. Biofabrication. 2020 Feb 26;12(2):025017. doi: 10.1088/1758-5090/ab6d36. PMID: 32101533. 11: Janssens MM, Caers LI. Onset of action of astemizole. Int J Clin Pharmacol Res. 1991;11(5):219-29. PMID: 1814843. 12: Levron JC, Gillardin JM, Sabbah A. L'astémizole: données pharmacologiques et pharmacocinétiques [Astemizole: its pharmacokinetics and pharmacologic properties]. Allerg Immunol (Paris). 1990 Jun;22(6):233-41. French. PMID: 1974137. 13: Zhang X, Liu T, Wang B, Gao Y, Liu P, Li M, Du L. Astemizole-based turn-on fluorescent probes for imaging hERG potassium channel. Medchemcomm. 2019 Feb 26;10(4):513-516. doi: 10.1039/c8md00562a. PMID: 31057730; PMCID: PMC6482408. 14: Tian J, Vandermosten L, Peigneur S, Moreels L, Rozenski J, Tytgat J, Herdewijn P, Van den Steen PE, De Jonghe S. Astemizole analogues with reduced hERG inhibition as potent antimalarial compounds. Bioorg Med Chem. 2017 Dec 15;25(24):6332-6344. doi: 10.1016/j.bmc.2017.10.004. Epub 2017 Oct 7. PMID: 29042223. 15: Lyu J, Yang EJ, Head SA, Ai N, Zhang B, Wu C, Li RJ, Liu Y, Chakravarty H, Zhang S, Tam KY, Dang Y, Kwon HJ, Ge W, Liu JO, Shim JS. Astemizole Inhibits mTOR Signaling and Angiogenesis by Blocking Cholesterol Trafficking. Int J Biol Sci. 2018 Jun 23;14(10):1175-1185. doi: 10.7150/ijbs.26011. PMID: 30123067; PMCID: PMC6097475. 16: Klausner MA. Astemizole use with erythromycin. Ann Allergy Asthma Immunol. 1999 Nov;83(5):422. doi: 10.1016/S1081-1206(10)62840-2. PMID: 10582723. 17: Rao KA, Adlakha A, Verma-Ansil B, Meloy TD, Stanton MS. Torsades de pointes ventricular tachycardia associated with overdose of astemizole. Mayo Clin Proc. 1994 Jun;69(6):589-93. doi: 10.1016/s0025-6196(12)62252-6. PMID: 8189766. 18: Wang B, Liu Z, Ma Z, Li M, Du L. Astemizole Derivatives as Fluorescent Probes for hERG Potassium Channel Imaging. ACS Med Chem Lett. 2016 Jan 20;7(3):245-9. doi: 10.1021/acsmedchemlett.5b00360. PMID: 26985309; PMCID: PMC4789673. 19: Astemizole--another non-sedating antihistamine. Med Lett Drugs Ther. 1989 May 5;31(791):43-4. PMID: 2565524. 20: Xu J, Wang Y, Zhang Y, Dang S, He S. Astemizole promotes the anti-tumor effect of vitamin D through inhibiting miR-125a-5p-meidated regulation of VDR in HCC. Biomed Pharmacother. 2018 Nov;107:1682-1691. doi: 10.1016/j.biopha.2018.08.153. Epub 2018 Sep 8. PMID: 30257386.