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UC429

Sigma-Aldrich

Midazolam hydrochloride

solid

Synonym(s):

8-Chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5a][1,4]benzodiazepine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C18H13ClFN3 · HCl
CAS Number:
59467-96-8
Molecular Weight:
362.23
EC Number:
261-776-6
MDL number:
MFCD00864445
UNSPSC Code:
12161501
PubChem Substance ID:
24724654

form

solid

drug control

USDEA Schedule IV; Home Office Schedule 3; psychotrope (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IV (Portugal)

color

white to off-white

solubility

H2O: soluble at least 1 mg/mL

storage temp.

2-8°C

SMILES string

Cc1ncc2CN=C(c3ccccc3F)c4cc(Cl)ccc4-n12

InChI

1S/C18H13ClFN3/c1-11-21-9-13-10-22-18(14-4-2-3-5-16(14)20)15-8-12(19)6-7-17(15)23(11)13/h2-9H,10H2,1H3

InChI key

DDLIGBOFAVUZHB-UHFFFAOYSA-N

Gene Information

human ... ABCB1(5243) , CYP3A4(1576) , GABRA1(2554) , GABRA2(2555) , GABRA3(2556) , GABRA4(2557) , GABRA5(2558) , GABRA6(2559) , GABRB1(2560) , GABRB2(2561) , GABRB3(2562) , GABRD(2563) , GABRE(2564) , GABRG1(2565) , GABRG2(2566) , GABRG3(2567) , GABRP(2568) , GABRQ(55879)
mouse ... Abcb1a(18671) , Abcb1b(18669)
rat ... Gabbr1(81657) , Gabra1(29705)

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Application

Midazolam has been used as an anesthetic for surgical experiments in rats. This anesthetic has also been used in rats to study the interactions between midazolam and bupivacaine.

Biochem/physiol Actions

Sedative/hypnotic; ligand for the GABAA receptor benzodiazepine modulatory site; CYP3A4 substrate.

Features and Benefits

This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Preparation Note

Midazolam hydrochloride is soluble in water to at least 1 mg/ml. Product solutions should be protected from light.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
013M3902
059K3350
098K3350
066K32601
066K3260

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U Khanderia et al.
Clinical pharmacy, 6(7), 533-547 (1987-07-01)
The chemistry, pharmacology, pharmacokinetics, clinical efficacy, adverse effects, drug interactions, dosage, and cost and availability of midazolam hydrochloride are reviewed. The anxiolytic, sedative, hypnotic, anticonvulsant, muscle-relaxant, and amnesic properties of midazolam are similar to those of other injectable benzodiazepines. Midazolam
Eduardo Mekitarian Filho et al.
The Journal of pediatrics, 163(4), 1217-1219 (2013-07-03)
This pilot study introduces the aerosolized route for midazolam as an option for infant and pediatric sedation for computed tomography imaging. This technique produced predictable and effective sedation for quality computed tomography imaging studies with minimal artifact and no significant
Tomoki Nishiyama et al.
Anesthesia and analgesia, 96(5), 1386-1391 (2003-04-23)
Epidurally administered midazolam can potentiate analgesia by epidural bupivacaine. However, whether this effect is synergistic or additive is not known. In this study, we investigated the spinally-mediated analgesic interaction between midazolam and bupivacaine by using the tail-flick and formalin tests
D de Wit et al.
Cancer chemotherapy and pharmacology, 73(1), 87-96 (2013-10-24)
Patients treated with sunitinib show substantial inter-patient variability in drug exposure (~30-40 %), which is largely unexplained. Since sunitinib is metabolized by cytochrome P450(CYP)3A4, variability in the activity of this enzyme may explain a considerable proportion of this inter-patient variability.
Natalie L Trevaskis et al.
The Journal of pharmacology and experimental therapeutics, 316(2), 881-891 (2005-10-27)
The influence of the size and turnover kinetics of the enterocyte-based lymph lipid precursor pool (LLPP) on intestinal lymphatic drug transport has been examined. Mesenteric lymph duct-cannulated rats were infused intraduodenally with low (2-5 mg/h) or high (20 mg/h) lipid-dose
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