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Triprolidine Hydrochloride Anhydrous

HCID 5702129
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
550-70-9
Standard SMILES
Cc1ccc(/C(=C\CN2CCCC2)c2ccccn2)cc1.Cl
InChIKey
WYUYEJNGHIOFOC-NWBUNABESA-N
Molecular formula
C19H23ClN2
Average molar mass
314.9 g/mol
Monoisotopic mass
314.1549764

Overview

Triprolidine hydrochloride (anh.) is a hydrochloride resulting from the formal reaction of equimolar amounts of triprolidine and hydrogen chloride. Its monohydrate is used for the symptomatic relief of uticaria, rhinitis, and various pruritic skin disorders. It has a role as a H1-receptor antagonist. It contains a triprolidine(1+).

Names & identifiers

Preferred name
Triprolidine Hydrochloride Anhydrous
IUPAC
2-[(E)-1-(4-methylphenyl)-3-pyrrolidin-1-ylprop-1-enyl]pyridine;hydrochloride
English name
trans-Triprolidine hydrochloride
Molecular formula
C19H23ClN2
Molecular weight
314.85

Names & synonyms

Triprolidine hydrochloride550-70-9Triprolidine HCLTriprolidine hydrochloride anhydrousTriprolidine Hydrochloride (anhydrous)MyidylNG7A104R3JPyridine, 2-(1-(4-methylphenyl)-3-(1-pyrrolidinyl)-1-propenyl)-, monohydrochloride, (E)-DTXSID10872513NSC-757361Triprolidine MonohydrochlorideHistex
Show more names
VenenEntraActidil295 C 51ActidilatPro-entraActidilonPro-actidilEinecs 208-985-0
Histex Pd DropsMiclara LQHISTEX PDX DropsTriprolidine HCl DropsChildrens PediaClear PDRefChem:56181Hydrochloride, TriprolidineDTXCID00820164

Database identifiers

CAS
550-70-9、6138-79-0
PubChem CID

Properties

Computed structural properties

Topological polar surface area
16.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
4
Heavy atoms
22
Formal charge
0
Complexity
335

Experimental & physicochemical properties

Solubility>47.2 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs · 3 items

Breast Feeding; Lactation; Milk, Human; Antihistamines

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Collision Cross Section169 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point
116 · 116-118 °C
storage temp.
2 · 2-8°C
solubility
Chloroform (Slightly), Dichloromethane (Slightly), Water (Slightly)
form
Powder
Water Solubility
100 mM · Soluble to 100 mM in water
Stability
Hygroscopic
CAS DataBase Reference
550 · 550-70-9(CAS DataBase Reference)
FDA UNII
7 A104R3J · NG7A104R3J

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 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Other Safety InformationIMAP assessments - Pyridine, 2-[1-(4-methylphenyl)-3-(1-pyrrolidinyl)-1-propenyl]-, monohydrochloride, (E)-: Human health tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)

Toxicology

Drug Induced Liver Injury · 6 items

Drug Induced Liver Injury Rank (DILIrank 2.0)

Triprolidine hydrochloride

vNo-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

Safety data

wgk
3
tsca
TSCA listed
rtecs
UT7658000
ridadr
3249
Toxicity

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood.

Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475)

Uses & manufacturing

General Manufacturing InformationPyridine, 2-[(1E)-1-(4-methylphenyl)-3-(1-pyrrolidinyl)-1-propen-1-yl]-, hydrochloride (1:1): INACTIVE
Applications · 3 items

Usestrans-Triprolidine Hydrochloride is a histamine H1 receptor antagonist, which can be used for the prevention of treatment of chronic muscle pain.

UsesTriprolidine is an antihistaminic agent with anticholinergic properties. Triprolidine is used to treat and prevent symptoms associated with allergies. Triprolidine is also used in combination with cold medicine to provide relief for flu-like symptoms.

UsesAntihistaminic;H1 antagonist

Upstream & downstream products

Upstream raw materials

Lithium ion (1+)Pyrrolidine

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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5702129
DTXSID
DTXSID10872513
ChEMBL
CHEMBL1200450、CHEMBL3188034
ChEBI
CHEBI:84119
UNII
NG7A104R3J
EC Number
208-985-0
EPA Substance Registry System
2 · Pyridine, 2-[(1E)-1-(4-methylphenyl)-3-(1-pyrrolidinyl)-1-propenyl]-, monohydrochloride (550-70-9)
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
319 · H319-H302-H315-H335
Precautionary statements
264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P
Hazard Codes
Xn
Risk Statements
22 · 22-36/37/38
Safety Statements
26 · 26-36
RIDADR
3249 · 3249
WGK Germany
3 · 3
RTECS
7658000 · UT7658000
TSCA
TSCA listed
HazardClass
6.1 · 6.1(b)
PackingGroup
III
Toxicity
50 oral · LD50 oral in rat: 840mg/kg
LD50 oral in rat: 840mg/kg
risk_code
22-36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xn
safety_code
26-36
hazard_class
6.1(b)
packing_group
III
Hazard statements
H319-H302-H315-H335
Precautionary statements
P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P
Paraformaldehyde
4'-Methylacetophenone
2-Bromopyridine

Additional notes

DefinitionChEBI: A hydrochloride resulting from the formal reaction of equimolar amounts of triprolidine and hydrogen chloride. Its monohydrate is used for the symptomatic relief of uticaria, rhinitis, and various pruritic skin disorders.