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Midazolam Maleate

HCID 5384200
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
59467-94-6
Standard SMILES
Cc1ncc2n1-c1ccc(Cl)cc1C(c1ccccc1F)=NC2.O=C(O)/C=C\C(=O)O
InChIKey
XYGVIBXOJOOCFR-BTJKTKAUSA-N
Molecular formula
C22H17ClFN3O4
Average molar mass
441.8 g/mol
Monoisotopic mass
441.0891619

Overview

See also: Midazolam (has active moiety); Midazolam Hydrochloride (related); Benperidol (annotation moved to).

Names & identifiers

Preferred name
Midazolam Maleate
IUPAC
(Z)-but-2-enedioic acid;8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine
English name
Midazolam maleate salt
Molecular formula
C22H17ClFN3O4
Molecular weight
441.84

Names & synonyms

Midazolam maleate59467-94-6Midazolam (as maleate)Ro 21-3981/001NSC-313452Ro-213981-003Ro-21-3981/00177520S18SE4H-Imidazo(1,5-a)(1,4)benzodiazepine, 8-chloro-6-(2-fluorophenyl)-1-methyl-, (Z)-2-butenedioate (1:1)RefChem:158831261-775-0Dormicum maleate
Show more names
dormicummidazolammaleateRo-21-3981ro21-3981/001dormicummaleateMidazolam maleate salt USP/EP/BPmidazolam maleate--dea schedule iv itemDL-A-LYSOPHOSPHATIDYLCHOLINE-*GAMMA-O-HE XADECYL
Midazolam maleate saltMidazolam maleate [USAN]VersedMidazolam maleate (USAN)[13C6]-Midazolam maleate salt59467-94-6 (unlabeled)8-Chloro-6-(o-fluorophenyl)-1-methyl-4H-imidazo(1,5-a)(1,4)benzodiazepine maleate (1:1)EINECS 261-775-0

Database identifiers

CAS
59467-94-6
PubChem CID
5384200
ChEMBL
CHEMBL2106922
UNII
77520S18SE
EC Number
261-775-0

Properties

Computed structural properties

Topological polar surface area
105 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
7
Rotatable bonds
3
Heavy atoms
31
Formal charge
0
Complexity
590

Physicochemical properties

Melting point
114 · 114-117° (solvated)
storage temp.
2 · 2-8°C
solubility
DMSO (Slightly), Methanol (Slightly)
form
Solid
color
White to Off-White
Stability
Hygroscopic
CAS DataBase Reference
59467 · 59467-94-6(CAS DataBase Reference)
FDA UNII
77520 S18SE · 77520S18SE
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302
Precautionary statements
201 · P201-P260-P263-P264-P270-P308+P313-P201-P202-P281-P308+P313-P405-P501-P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312-P403+P233-P405-P501
Hazard Codes
Xn
Risk Statements
22 · 22
Safety Statements
36 · 36
RIDADR
3249 · 3249
WGK Germany
3 · 3
RTECS
2922200 · NI2922200
HazardClass
6.1 · 6.1(b)
PackingGroup
III
Toxicity
50 in · LD50 in male mice (mg/kg): 760 orally; 86 i.v. (Pieri)
REACH Registrations
Active

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H302 (46.4%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 97 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

REACH registered substance: 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine monomaleate (EC: 261-775-0)

4H-Imidazo1,5-a1,4benzodiazepine, 8-chloro-6-(2-fluorophenyl)-1-methyl-, (2Z)-2-butenedioate (1:1): Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesAcute Tox. 4 (46.4%)

Safety data

wgk
3
rtecs
NI2922200
ridadr
3249
Toxicity
LD50 in male mice (mg/kg): 760 orally; 86 i.v. (Pieri)
risk_code
22
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xn
safety_code
36
hazard_class
6.1(b)
packing_group
III
Hazard statements
H302
REACH Registrations
Active
Precautionary statements
P201-P260-P263-P264-P270-P308+P313-P201-P202-P281-P308+P313-P405-P501-P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312-P403+P233-P405-P501

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 5 items

Agents that are administered in association with anesthetics to increase effectiveness, improve delivery, or decrease required dosage.

Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.

Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here.

Ultrashort-acting anesthetics that are used for induction. Loss of consciousness is rapid and induction is pleasant, but there is no muscle relaxation and reflexes frequently are not reduced adequately. Repeated administration results in accumulation and prolongs the recovery time. Since these agents have little if any analgesic activity, they are seldom used alone except in brief minor procedures. (From AMA Drug Evaluations Annual, 1994, p174)

Substances that do not act as agonists or antagonists but do affect the GAMMA-AMINOBUTYRIC ACID receptor-ionophore complex. GABA-A receptors (RECEPTORS, GABA-A) appear to have at least three allosteric sites at which modulators act: a site at which BENZODIAZEPINES act by increasing the opening frequency of GAMMA-AMINOBUTYRIC ACID-activated chloride channels; a site at which BARBITURATES act to prolong the duration of channel opening; and a site at which some steroids may act. GENERAL ANESTHETICS probably act at least partly by potentiating GABAergic responses, but they are not included here.

Applications · 2 items

DescriptionMidazolam maleate, 8- chloro-6-(2-fluorophenyl)1-methyl-4Himidazo-benzodiazepine maleate , is a stable, water-soluble powder. The solubility in water depends on pH:≈85 mg/mL at pH 2.7 and 0.3 mg/mL at pH 7.6. The maleate is subject to reversible ring opening. Below pH4 the ring is open; above pH 4 the cyclic form is present. The anesthetic formulation is a buffered aqueous solution containing 2.5 mg/mL at pH 3.5.

UsesSedative; ligand GABA receptor benzodiazepine modulatory site

Upstream & downstream products

Upstream raw materials

5-(2-chloroethyl)-2,3-dihydrobenzofuran

Related reactions

3 records
New reaction record
HRID 502497 reaction equation
HRID 502497As productuspto-grants-2010_08
HRID 502498 reaction equation
HRID 502498As productuspto-grants-2010_08
HRID 1042554 reaction equation
HRID 1042554As productuspto-grants-2013_10

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes