Chlorcyclizine (CED0012812)

Record Information

Version

1.0

Creation Date

2016-06-03 11:25:37 UTC

Update Date

2026-08-20 00:34:11 UTC

SynCED ID

CED0012812

Secondary Accession Numbers

CHEM043908

Identification

Common Name

Chlorcyclizine

Class

Small Molecule

Description

Chlorcyclizine is an organic compound with the formula C18H21ClN2 and an average molecular weight of 300.83 g/mol. Chlorcyclizine belongs to the diphenylmethanes, a subclass of benzene and substituted derivatives within the organic compounds. It acts as an antagonist of the Histamine H1 receptor (HRH1). This compound is found in or released from four recorded sources, including antihistamines within healthcare, pharmaceuticals, and veterinary products, as well as perfumes within detergents and soaps among household cleaning and consumer products. Additionally, it is associated with electrical and electronic equipment, specifically electric switches and electrically stimulated smoking devices. The recorded route of exposure for chlorcyclizine is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Histachlorazine	MeSH
Chlorcycline	MeSH
Chlorocyclizin	MeSH
Alergicide	HMDB
Chlorocycline	HMDB
(±)-Chlorcyclizine	HMDB
Compound 47-282	HMDB
Di-Paralen	HMDB
N-Methyl-N'-(4-chlorobenzhydryl)piperazine	HMDB
NSC 25246	HMDB
Perazyl	HMDB
Trihistan	HMDB, ChEMBL
Chlorcyclizine	HMDB
Di-paralene	ChEMBL, HMDB
Mantadil	ChEMBL, HMDB
Pruresidine	ChEMBL, HMDB

Chemical Formula

C₁₈H₂₁ClN₂

Average Molecular Mass

300.826 g/mol

Monoisotopic Mass

300.139 g/mol

CAS Registry Number

82-93-9

IUPAC Name

1-[(4-chlorophenyl)(phenyl)methyl]-4-methylpiperazine

Traditional Name

chlorcyclizine

SMILES

CN1CCN(CC1)C(C1=CC=CC=C1)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C18H21ClN2/c1-20-11-13-21(14-12-20)18(15-5-3-2-4-6-15)16-7-9-17(19)10-8-16/h2-10,18H,11-14H2,1H3

InChI Key

WFNAKBGANONZEQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Chlorobenzene
Halobenzene
N-methylpiperazine
Aralkylamine
N-alkylpiperazine
Aryl chloride
Aryl halide
1,4-diazinane
Piperazine
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.042 g/L	ALOGPS
logP	4.16	ALOGPS
logP	4.15	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	7.63	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	89.74 m³·mol⁻¹	ChemAxon
Polarizability	33.89 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum	splash10-006t-9261000000-d789fa33e2113c522133	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-006t-9261000000-d789fa33e2113c522133	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00dr-8790000000-55311c996650b7e8c280	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0090000000-b26de1d44bba1bbba71d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0090000000-cd86d2a7b60fba9a8093	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0490000000-d2ef728df7bda2d67974	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0920000000-6337d2bca22bf828e822	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0900000000-cb2916a03edaa19b1b71	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0900000000-26236f7b47a790c10e10	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0900000000-3c7d8992d76da5c7bd63	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0900000000-a5c6cf14866d0a23a877	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-02t9-2900000000-5462dc3ded9a8297443e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0090000000-c4ac9541a144f323398e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uxr-0590000000-ce9f2e2451aeb092dd88	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0920000000-587c135265c1fbd939db	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0900000000-2788ec685444238cbb77	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0900000000-300ed2322e3d24ba24cd	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0009000000-6b6c6de087e1c9ad671e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udl-1192000000-2e1124f2124d4e765271	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udl-1290000000-cf510eabf20fd368c6d6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0gdi-2890000000-77c12238ddf4cb2c7502	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-1930000000-89c336a1c9b2a2f0a9b7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-1910000000-e63b88c0cac40a117f1d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0900000000-f2c5d11789f1fa2b1d5c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0920000000-99291a5d2926aa206e86	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0900000000-fa921331825d53a9076c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0490000000-6764f09a8cc5f3fa5f4c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0090000000-ae7dee7799b8218c6c6e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0090000000-b7b99c4ed5c7f45f3d72	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0019000000-cd18f1e6a9392e477758	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-1195000000-56f33fe9d96ff1da46d0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-6980000000-931f090bcc929d51f9f7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0090000000-897899954ed2f06ae95b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-1090000000-4be8b22bd980ebc5f053	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00mx-7590000000-e863060ef85ea8728681	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0090000000-35c9b971bf421f75d391	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0090000000-35c9b971bf421f75d391	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-1190000000-0aa4031cff873a62c28c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0090000000-aad6c608730b8425bd67	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0f6t-0090000000-6bf4805fe507339aa505	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0w29-2390000000-7c028557959614011045	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
239.0 Log mg/kg [130:430]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000393	Antihistamines?Antihistamines are a class of synthetic chemicals primarily used to alleviate allergic reactions by blocking the action of histamine in the body.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000517	Electric Switches?Electric switches, integral components in numerous devices, can be a source of synthetic chemical contamination due to the materials and manufacturing processes involved in their production.	Electrical & Electronic Equipment	PubChem
CEDs000518	Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.	Electrical & Electronic Equipment	PubChem
CEDs000561	Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.	Household cleaning & consumer products	PubChem
CEDs000580	Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.	Industrial manufacturing & chemical processing	PubChem
CEDs000609	Aftershave?Aftershave is a grooming product typically used to soothe and protect the skin following shaving.	Personal care & cosmetics	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000614	Essential Oils Or Perfumes?Essential oils and perfumes are complex mixtures of volatile compounds derived from natural or synthetic sources, commonly used for their aromatic properties.	Personal care & cosmetics	PubChem
CEDs000615	Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.	Personal care & cosmetics	PubChem
CEDs000617	Lip Care Products?Lip care products, including lipsticks, balms, and glosses, often contain a variety of synthetic chemicals such as parabens, phthalates, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000618	Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.	Personal care & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000650	Purses Luggage Hand Bags?Purses, luggage, and handbags are often manufactured using synthetic materials such as polyvinyl chloride (PVC), polyurethane, and various types of nylon.	Textiles, leather & furnishings	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000730	Contact Lens Cases?Contact lens cases are small containers designed to store contact lenses in a sterile environment, typically made from various synthetic materials including plastics such as polypropylene or polycarbonate.	Healthcare, pharmaceuticals & veterinary products	PubChem
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	PubChem

Pathways

5 pathwaysPathway Source: PathBank

Chlorcyclizine H1-Antihistamine Action

Chlorcyclizine Drug Metabolism Action Pathway

Chlorcyclizine H1 Antihistamine Smooth Muscle Relaxation Action Pathway

Chlorcyclizine H1-Antihistamine Blood Vessel Constriction Action Pathway

Chlorcyclizine H1-Antihistamine Immune Response Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	Prediction Confidence Score 0.485 Applicability Domain 0.793 Statistical Significance 0.0038 Supporting Reference Compounds 1130 E-value 29.8941
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	Prediction Confidence Score 0.475 Applicability Domain 0.793 Statistical Significance 0.0066 Supporting Reference Compounds 861 E-value 51.7697
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	Prediction Confidence Score 0.451 Applicability Domain 0.793 Statistical Significance 0.0042 Supporting Reference Compounds 507 E-value 33.0859
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	Prediction Confidence Score 0.448 Applicability Domain 0.793 Statistical Significance 0.0029 Supporting Reference Compounds 506 E-value 22.3427
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	Prediction Confidence Score 0.447 Applicability Domain 0.793 Statistical Significance 0.0101 Supporting Reference Compounds 955 E-value 78.3163
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	Prediction Confidence Score 0.447 Applicability Domain 0.793 Statistical Significance 0.0019 Supporting Reference Compounds 385 E-value 15.1806
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	Prediction Confidence Score 0.446 Applicability Domain 0.793 Statistical Significance 0.0028 Supporting Reference Compounds 487 E-value 22.0313
Click to view 3D structure	Muscarinic acetylcholine receptor M5	P08912	Humans	Predicted (SEA)	Prediction Confidence Score 0.446 Applicability Domain 0.793 Statistical Significance 8.90e-04 Supporting Reference Compounds 266 E-value 6.92858
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	Prediction Confidence Score 0.446 Applicability Domain 0.793 Statistical Significance 0.0014 Supporting Reference Compounds 310 E-value 11.2881
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	Prediction Confidence Score 0.446 Applicability Domain 0.793 Statistical Significance 0.0046 Supporting Reference Compounds 686 E-value 35.5771
Click to view 3D structure	Alpha-1D adrenergic receptor	P25100	Humans	Predicted (SEA)	Prediction Confidence Score 0.446 Applicability Domain 0.793 Statistical Significance 0.0023 Supporting Reference Compounds 258 E-value 18.2167
Click to view 3D structure	Muscarinic acetylcholine receptor M4	P08173	Humans	Predicted (SEA)	Prediction Confidence Score 0.446 Applicability Domain 0.793 Statistical Significance 0.0011 Supporting Reference Compounds 297 E-value 8.87481
Click to view 3D structure	Alpha-1B adrenergic receptor	P15823	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.446 Applicability Domain 0.793 Statistical Significance 6.30e-04 Supporting Reference Compounds 130 E-value 4.9045
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	Prediction Confidence Score 0.431 Applicability Domain 0.793 Statistical Significance 0.0083 Supporting Reference Compounds 823 E-value 64.7706
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	Prediction Confidence Score 0.407 Applicability Domain 0.793 Statistical Significance 0.0023 Supporting Reference Compounds 373 E-value 17.9053
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	Prediction Confidence Score 0.378 Applicability Domain 0.422 Statistical Significance 0.0272 Supporting Reference Compounds 1103 E-value 212.139
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.359 Applicability Domain 0.393 Statistical Significance 0.0544 Supporting Reference Compounds 1498 E-value 423.889
Click to view 3D structure	D(4) dopamine receptor	P21917	Humans	Predicted (SEA)	Prediction Confidence Score 0.352 Applicability Domain 0.422 Statistical Significance 0.0215 Supporting Reference Compounds 524 E-value 167.609
Click to view 3D structure	Alpha-2C adrenergic receptor	P18825	Humans	Predicted (SEA)	Prediction Confidence Score 0.352 Applicability Domain 0.419 Statistical Significance 0.0103 Supporting Reference Compounds 386 E-value 80.5739
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.35 Applicability Domain 0.419 Statistical Significance 0.0205 Supporting Reference Compounds 593 E-value 159.591
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	Prediction Confidence Score 0.35 Applicability Domain 0.419 Statistical Significance 0.026 Supporting Reference Compounds 562 E-value 202.097
Click to view 3D structure	Alpha-2B adrenergic receptor	P18089	Humans	Predicted (SEA)	Prediction Confidence Score 0.35 Applicability Domain 0.419 Statistical Significance 0.0088 Supporting Reference Compounds 340 E-value 68.5073
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.35 Applicability Domain 0.419 Statistical Significance 0.0231 Supporting Reference Compounds 541 E-value 179.676
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	Prediction Confidence Score 0.35 Applicability Domain 0.419 Statistical Significance 0.0121 Supporting Reference Compounds 451 E-value 94.509
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	Prediction Confidence Score 0.35 Applicability Domain 0.419 Statistical Significance 0.0367 Supporting Reference Compounds 527 E-value 285.862