Promethazine hibenzate

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MedKoo CAT#: 581070

CAS#: 96590-75-9 (hibenzate)

Description: Promethazine is a neuroleptic medication and first-generation antihistamine of the phenothiazine family. The drug has strong sedative and weak antipsychotic effects.

Chemical Structure

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Promethazine hibenzate
CAS# 96590-75-9 (hibenzate)
Instruction

Theoretical Analysis

MedKoo Cat#: 581070
Name: Promethazine hibenzate
CAS#: 96590-75-9 (hibenzate)
Chemical Formula: C31H30N2O4S
Exact Mass: 0.00
Molecular Weight: 526.650
Elemental Analysis: C, 70.70; H, 5.74; N, 5.32; O, 12.15; S, 6.09

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Related CAS #: 60-87-7 (free base)   58-33-3 (HCl)   96590-75-9 (hibenzate),  

Synonym: Promethazine hibenzate; D08768; D-08768; D 08768.

IUPAC/Chemical Name: 2-(4-Hydroxybenzoyl)benzoic acid - N,N-dimethyl-1-(10H-phenothiazin-10-yl)-2-propanamine (1:1)

InChi Key: WCYMACWVZQIWLM-UHFFFAOYSA-N

InChi Code: InChI=1S/C17H20N2S.C14H10O4/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19;15-10-7-5-9(6-8-10)13(16)11-3-1-2-4-12(11)14(17)18/h4-11,13H,12H2,1-3H3;1-8,15H,(H,17,18)

SMILES Code: O=C(O)C1=CC=CC=C1C(C2=CC=C(O)C=C2)=O.CC(N(C)C)CN3C4=C(C=CC=C4)SC5=CC=CC=C35

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

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 526.65 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Brilhante RSN, de Oliveira JS, de Jesus Evangelista AJ, Pereira VS, Alencar LP, Castelo-Branco DSCM, Câmara LMC, de Lima-Neto RG, Cordeiro RA, Sidrim JJC, Rocha MFG. In vitro effects of promethazine on cell morphology and structure and mitochondrial activity of azole-resistant Candida tropicalis. Med Mycol. 2017 Oct 9. doi: 10.1093/mmy/myx088. [Epub ahead of print] PubMed PMID: 29420801.

2: Nadri S, Mahmoudvand H, Taee N, Anbari K, Beiranvand S. Promethazine and Oral Midazolam Preanesthetic Children Medication. Pediatr Emerg Care. 2018 Jan 15. doi: 10.1097/PEC.0000000000001389. [Epub ahead of print] PubMed PMID: 29337835.

3: Talebpour M, Ghiasnejad Omrani N, Imani F, Shariat Moharari R, Pourfakhr P, Khajavi MR. Comparison Effect of Promethazine/Dexamethasone and Metoclopramide /Dexamethasone on Postoperative Nausea and Vomiting after Laparascopic Gastric Placation: A Randomized Clinical Trial. Anesth Pain Med. 2017 Jul 22;7(4):e57810. doi: 10.5812/aapm.57810. eCollection 2017 Aug. PubMed PMID: 29226110; PubMed Central PMCID: PMC5712203.

4: Motamed H, Moezzi M, Rooyfard AD, Angali KA, Izadi Z. A Comparison of the Effects and Side Effects of Oral Betahistine with Injectable Promethazine in the Treatment of Acute Peripheral Vertigo in Emergency. J Clin Med Res. 2017 Dec;9(12):994-997. doi: 10.14740/jocmr3093w. Epub 2017 Nov 6. PubMed PMID: 29163732; PubMed Central PMCID: PMC5687903.

5: Kasai T, Nakatani M, Ishiguro N, Ohno K, Yamamoto N, Morita M, Yamada H, Tsuchida K, Uezumi A. Promethazine Hydrochloride Inhibits Ectopic Fat Cell Formation in Skeletal Muscle. Am J Pathol. 2017 Dec;187(12):2627-2634. doi: 10.1016/j.ajpath.2017.08.008. Epub 2017 Sep 15. PubMed PMID: 28919111.

6: Nusrat S, Zaman M, Masroor A, Siddqi MK, Zaidi N, Neelofar K, Abdelhameed AS, Khan RH. Deciphering the enhanced inhibitory, disaggregating and cytoprotective potential of promethazine towards amyloid fibrillation. Int J Biol Macromol. 2018 Jan;106:851-863. doi: 10.1016/j.ijbiomac.2017.08.081. Epub 2017 Aug 16. PubMed PMID: 28823512.

7: Geng X, Li F, Yip J, Peng C, Elmadhoun O, Shen J, Ji X, Ding Y. Erratum to: Neuroprotection by Chlorpromazine and Promethazine in Severe Transient and Permanent Ischemic Stroke. Mol Neurobiol. 2017 Dec;54(10):8151. doi: 10.1007/s12035-017-0656-6. PubMed PMID: 28660483.

8: Facchini G, Eberlin S, Clerici SP, Alves Pinheiro ALT, Costa A. Ultraviolet A photosensitivity profile of dexchlorpheniramine maleate and promethazine-based creams: Anti-inflammatory, antihistaminic, and skin barrier protection properties. J Cosmet Dermatol. 2017 Dec;16(4):e59-e67. doi: 10.1111/jocd.12349. Epub 2017 Jun 7. PubMed PMID: 28593645.

9: Diaz-Artiles A, Priesol AJ, Clark TK, Sherwood DP, Oman CM, Young LR, Karmali F. The Impact of Oral Promethazine on Human Whole-Body Motion Perceptual Thresholds. J Assoc Res Otolaryngol. 2017 Aug;18(4):581-590. doi: 10.1007/s10162-017-0622-z. Epub 2017 Apr 24. PubMed PMID: 28439720; PubMed Central PMCID: PMC5532182.

10: Cunha RR, Ribeiro MMAC, Muñoz RAA, Richter EM. Fast determination of codeine, orphenadrine, promethazine, scopolamine, tramadol, and paracetamol in pharmaceutical formulations by capillary electrophoresis. J Sep Sci. 2017 Apr;40(8):1815-1823. doi: 10.1002/jssc.201601275. Epub 2017 Mar 21. PubMed PMID: 28217928.

11: Sidrim JJ, Vasconcelos DC, Riello GB, Guedes GM, Serpa R, Bandeira TJ, Monteiro AJ, Cordeiro RA, Castelo-Branco DS, Rocha MF, Brilhante RS. Promethazine improves antibiotic efficacy and disrupts biofilms of Burkholderia pseudomallei. Biofouling. 2017 Jan;33(1):88-97. doi: 10.1080/08927014.2016.1262846. Epub 2016 Dec 12. PubMed PMID: 27936915.

12: Geng X, Li F, Yip J, Peng C, Elmadhoun O, Shen J, Ji X, Ding Y. Neuroprotection by Chlorpromazine and Promethazine in Severe Transient and Permanent Ischemic Stroke. Mol Neurobiol. 2017 Dec;54(10):8140-8150. doi: 10.1007/s12035-016-0280-x. Epub 2016 Nov 28. Erratum in: Mol Neurobiol. 2017 Jun 28;:. PubMed PMID: 27896650.

13: Huf G, Alexander J, Gandhi P, Allen MH. Haloperidol plus promethazine for psychosis-induced aggression. Cochrane Database Syst Rev. 2016 Nov 25;11:CD005146. Review. PubMed PMID: 27885664.

14: Aleyasin A, Saffarieh E, Torkamandi H, Hanafi S, Sadeghi F, Mahdavi A, Bahmaei F, Javadi M. Comparison of Efficacy of Granisetron and Promethazine in Control of Hyperemesis Gravidarum. J Obstet Gynaecol India. 2016 Dec;66(6):409-414. Epub 2015 Oct 7. PubMed PMID: 27821979; PubMed Central PMCID: PMC5080214.

15: Bergese SD, Puente EG, Antor MA, Viloria AL, Yildiz V, Kumar NA, Uribe AA. A Prospective, Randomized, Double-Blinded, Double-Dummy Pilot Study to Assess the Preemptive Effect of Triple Therapy with Aprepitant, Dexamethasone, and Promethazine versus Ondansetron, Dexamethasone and Promethazine on Reducing the Incidence of Postoperative Nausea and Vomiting Experienced by Patients Undergoing Craniotomy Under General Anesthesia. Front Med (Lausanne). 2016 Jul 5;3:29. doi: 10.3389/fmed.2016.00029. eCollection 2016. PubMed PMID: 27458584; PubMed Central PMCID: PMC4932110.

16: He LL, Wang ZX, Wang YX, Liu XP, Yang YJ, Gao YP, Wang X, Liu B, Wang X. Studies on the interaction between promethazine and human serum albumin in the presence of flavonoids by spectroscopic and molecular modeling techniques. Colloids Surf B Biointerfaces. 2016 Sep 1;145:820-829. doi: 10.1016/j.colsurfb.2016.06.001. Epub 2016 Jun 2. PubMed PMID: 27315330.

17: Hotta E, Nakai N, Katoh N. Multiple Fixed Drug Eruption Caused by Promethazine Methylene Disalicylate as One of the Components of PL(®) Combination Granules. Indian J Dermatol. 2016 May-Jun;61(3):348. doi: 10.4103/0019-5154.182468. PubMed PMID: 27293277; PubMed Central PMCID: PMC4885210.

18: Guimaraes DD, Andrews PL, Rudd JA, Braga VA, Nalivaiko E. Ondansetron and promethazine have differential effects on hypothermic responses to lithium chloride administration and to provocative motion in rats. Temperature (Austin). 2015 Oct 27;2(4):543-53. doi: 10.1080/23328940.2015.1071700. eCollection 2015 Oct-Dec. PubMed PMID: 27227074; PubMed Central PMCID: PMC4843929.

19: Bergese SD, Puente EG, Antor MA, Capo G, Yildiz VO, Uribe AA. The Effect of a Combination Treatment Using Palonosetron, Promethazine, and Dexamethasone on the Prophylaxis of Postoperative Nausea and Vomiting and QTc Interval Duration in Patients Undergoing Craniotomy under General Anesthesia: A Pilot Study. Front Med (Lausanne). 2016 Feb 2;3:1. doi: 10.3389/fmed.2016.00001. eCollection 2016. PubMed PMID: 26870733; PubMed Central PMCID: PMC4735400.

20: Nurulain SM, Ojha S, Shafiullah M, Khan N, Oz M, Sadek B. Protective effects of the antihistamine promethazine aginst acute paraxon-methyl and dicrotophos toxicity in adult rats. Int J Clin Exp Med. 2015 Oct 15;8(10):17891-901. eCollection 2015. PubMed PMID: 26770383; PubMed Central PMCID: PMC4694283.