cyclobenzaprine

Description

cyclobenzaprine · CAS 303-53-7 · C20H21N. UNII 69O5WQQ5TI. Boiling Point: BP: 175-180 °C at 1 atm; Melting Point: 217; Solubility: 6.89e-03 g/L.

Identification

CAS Registry Number	303-53-7
PubChem CID	2895
Molecular formula	C20H21N
IUPAC name	N,N-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenylidene)propan-1-amine
UNII (FDA)	69O5WQQ5TI

Computed Descriptors

Molecular Weight	275.4
XLogP3	5.2
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	3
Exact Mass	275.167399674
Monoisotopic Mass	275.167399674
Topological Polar Surface Area	3.2
Heavy Atom Count	21
Formal Charge	0

Physical & Chemical Properties

Boiling Point	BP: 175-180 °C at 1 atm
Melting Point	217
Solubility	6.89e-03 g/L
LogP	5.2
LogP	4.81
Dissociation Constants	9.69
Dissociation Constants	8.241
Dissociation Constants	8.47

Physical description & handling notes

• Solid
• 216 - 218 °C (hydrochloride salt)
• Freely Soluble
• Stable under recommended storage conditions. /Cyclobenzaprine hydrochloride/
• When headted to decomposistion it emits toxic fumes of /nitrogen oxides/
• pKa = 9.76 (tertiary amine)

GHS Hazard Classification

Reported hazard statements	H301, H312, H332

Documented Uses

• Antidepressive Agents, Tricyclic; Muscle Relaxants, Central; Tranquilizing Agents
• Consumption (g per capita) in the USA (2002): 0.000978
• Cyclobenzaprine may be synthesized by Grignard addition of alpha-dimethylaminopropylmagnesium chloride to 10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-one, followed by elimination of water from the resulting tertiary carbinol.
• Cyclobenzaprine is a centrally acting skeletal muscle relaxant structurally related to tricyclic antidepressants. Cyclobenzaprine is a tricyclic amine salt that works in the central nervous system (CNS) as a depressant that reduces muscle hyperactivity. Clinical indications for cyclobenzaprine are described below.
• Cyclobenzaprine is a centrally acting muscle relaxant closely related to the tricyclic antidepressants. Despite its similarity to tricyclic antidepressants, there is little evidence that cyclobenzaprine causes liver injury.
• Breast Feeding; Lactation; Milk, Human; Muscle Relaxants, Central

Synonyms

cyclobenzaprine; 303-53-7; Proheptatriene; Proheptatrien; Ciclobenzaprina; Proeptatriene; Lisseril; Fexmid; Cyclobenzaprinum; 10,11-Dehydroamitriptyline; 3-(5H-dibenzo[a,d][7]annulen-5-ylidene)-N,N-dimethylpropan-1-amine; 69O5WQQ5TI; MK-130; MK-130 (AS THE BASE); 5-(3-Dimetilaminopropiliden)-5H-dibenzo-(a,d)-ciclopentene; 1-Propanamine, 3-(5H-dibenzo(a,d)cyclohepten-5-ylidene)-N,N-dimethyl-

Frequently Asked Questions

What are the CAS number and molecular formula of cyclobenzaprine?

CAS 303-53-7; molecular formula C20H21N; molecular weight — g/mol.

What other names is cyclobenzaprine known by?

cyclobenzaprine, 303-53-7, Proheptatriene, Proheptatrien, Ciclobenzaprina, Proeptatriene.

Is cyclobenzaprine classified as hazardous?

Hazard statements reported: H301, H312, H332.

What are the key physical properties of cyclobenzaprine?

Boiling Point: BP: 175-180 °C at 1 atm; Melting Point: 217; Solubility: 6.89e-03 g/L; LogP: 5.2.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.