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Tapentadol hydrochloride

Tapentadol hydrochloride structure

CAS No:
175591-09-0
Formula:
C14H23NO.ClH
Chemical Name:
Tapentadol hydrochloride
Synonyms:
Phenol,3-[(1R,2R)-3-(dimethylamino)-1-ethyl-2-methylpropyl]-,hydrochloride (1:1);Phenol,3-[3-(dimethylamino)-1-ethyl-2-methylpropyl]-,hydrochloride,[R-(R*,R*)]-;Phenol,3-[(1R,2R)-3-(dimethylamino)-1-ethyl-2-methylpropyl]-,hydrochloride;Tapentadol hydrochloride;Nucynta;Tapal;Zyntap;Tydol;Tapenta
Categories:
Analytical Chemistry > Standard

Description

Tapentadol Hydrochloride is the hydrochloride salt of tapentadol, an orally available, synthetic benzenoid that acts as an agonist for the mu-opioid receptor (MOR) and inhibits the reuptake of noradrenaline, with potential anti-nociceptive activity. Upon oral administration, tapentadol binds to the MOR which enhances MOR-mediated signaling, interferes with the sensation of pain and results in an analgesic effect. Tapentadol also inhibits the reuptake of noradrenaline, which increases the levels of noradrenaline (NA), activates the inhibitory alpha-2 receptors and results in an analgesic effect.|An opioid analgesic, MU OPIOID RECEPTOR agonist, and noradrenaline reuptake inhibitor that is used in the treatment of moderate to severe pain, and of pain associated with DIABETIC NEUROPATHIES.

Tapentadol hydrochloride Basic Attributes

Molecular Weight：

257.81

Exact Mass：

257.154633

EC Number：

200-659-6

UNII：

71204KII53

NCI Thesaurus Code：

C68922

Characteristics

PSA：

23.47000

XLogP3：

3.88550

Density：

0.97g/cm3

Melting Point：

209-210 °C @ Solvent: Methyl ethyl ketone

Boiling Point：

323.5ºC at 760mmHg

Flash Point：

9℃

Refractive Index：

1.518

Water Solubility：

In water, 1161 mg/L at 25 deg C (est)

Storage Conditions：

-20°C Freezer, Under Inert Atmosphere

Vapor Pressure：

1.119X10-4 mm Hg at 25 deg C (est)

Collision Cross Section：

150.9 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

UN1230 - class 3 - PG 2 - Methanol, solution

hazard class code：

11-23/24/25-39/23/24/25

safety instructions：

7-16-36/37-45

Marks：

F,T

Precautionary statement(s)：

P210-P260-P280-P301 + P310-P311

Hazard Statements：

H225-H301 + H311 + H331-H370

GHS Classification：

|Warning|H361 (98.44%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]|P201, P202, P281, P308+P313, P405, and P501|Aggregated GHS information provided by 64 companies from 4 notifications to the ECHA C&L Inventory.

Drug Information

Drug Indication：

Treatment of acute pain|Treatment of chronic pain

MeSH：

Drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants (ANTIDEPRESSIVE AGENTS, TRICYCLIC) and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. (See all compounds classified as Adrenergic Uptake Inhibitors.)|Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS. (See all compounds classified as Analgesics, Opioid.)

MeSH Entry Terms：

3-((1R,2R)-3-(dimethylamino)-1-ethyl-2-methylpropyl)phenol

Tapentadol hydrochloride Use and Manufacturing

Uses

A novel, centrally acting oral analgesic with a dual mode of action that has demonstrated efficacy in preclinical and clinical models of pain relief.

Use Classification：

Human Drugs -> EU pediatric investigation plans|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:257.80
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:257.1546421
Monoisotopic Mass:257.1546421
Topological Polar Surface Area:23.5
Heavy Atom Count:17
Complexity:193
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes