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UNII-MC34P30298

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Also known as: Imipramine embonate, 10075-24-8, Imipramine (pamoate), Mc34p30298, 4,4'-methylenebis(3-hydroxy-2-naphthoic) acid, compound with 10,11-dihydro-n,n-dimethyl-5h-dibenz(b,f)azepine-5-propylamine (1:2), 4-[(3-carboxy-2-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylic acid;3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-n,n-dimethylpropan-1-amine

Molecular Formula

C₆₁H₆₄N₄O₆

Molecular Weight

949.2 g/mol

InChI Key

BPQZYOJIXDMZSX-UHFFFAOYSA-N

FDA UNII

MC34P30298

The prototypical tricyclic antidepressant. It has been used in major depression, dysthymia, bipolar depression, attention-deficit disorders, agoraphobia, and panic disorders. It has less sedative effect than some other members of this therapeutic group.

1 2D Structure

UNII-MC34P30298

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-[(3-carboxy-2-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylic acid;3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine

2.1.2 InChI

InChI=1S/C23H16O6.2C19H24N2/c24-20-16(14-7-3-1-5-12(14)9-18(20)22(26)27)11-17-15-8-4-2-6-13(15)10-19(21(17)25)23(28)29;2*1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)21/h1-10,24-25H,11H2,(H,26,27)(H,28,29);2*3-6,8-11H,7,12-15H2,1-2H3

2.1.3 InChI Key

BPQZYOJIXDMZSX-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN(C)CCCN1C2=CC=CC=C2CCC3=CC=CC=C31.CN(C)CCCN1C2=CC=CC=C2CCC3=CC=CC=C31.C1=CC=C2C(=C1)C=C(C(=C2CC3=C(C(=CC4=CC=CC=C43)C(=O)O)O)O)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

MC34P30298

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 4,4'-methylenebis(3-hydroxy-2-naphthoic Acid)-3-(10,11-dihydro-5h-dibenzo(b,f)azepin-5-yl)-n,n-dimethyl-1-propanamine (1:2)

2. Imidobenzyle

3. Imipramine

4. Imipramine Hydrochloride

5. Imipramine Monohydrochloride

6. Imizin

7. Janimine

8. Melipramine

9. Norchlorimipramine

10. Pryleugan

11. Tofranil

2.3.2 Depositor-Supplied Synonyms

1. Imipramine Embonate

2. 10075-24-8

3. Imipramine (pamoate)

4. Mc34p30298

5. 4,4'-methylenebis(3-hydroxy-2-naphthoic) Acid, Compound With 10,11-dihydro-n,n-dimethyl-5h-dibenz(b,f)azepine-5-propylamine (1:2)

6. 4-[(3-carboxy-2-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylic Acid;3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-n,n-dimethylpropan-1-amine

7. Einecs 233-206-6

8. Unii-mc34p30298

9. Tofranil-pm (tn)

10. Imipramine Pamoate (usp)

11. 5h-dibenz(b,f)azepine, 5-(3-(dimethylamino)propyl)-10,11-dihydro-, Pamoate

12. Imipramine Pamoate [mi]

13. Chembl3989845

14. Schembl21834068

15. Dtxsid80143484

16. Imipramine Pamoate [vandf]

17. Imipramine Embonate [mart.]

18. Imipramine Pamoate [usp-rs]

19. Imipramine Embonate [who-dd]

20. Imipramine Pamoate [orange Book]

21. 2-naphthalenecarboxylic Acid, 4,4'-methylenebis(3-hydroxy-, Compd. With 10,11-dihydro-n,n-dimethyl-5h-dibenz(b,f)azepine-5-propanamine (1:2)

22. Imipramine Pamoate [usp Monograph]

23. Hy-107956

24. Cs-0030995

25. D08071

26. Q27283837

27. 2-naphthalenecarboxylic Acid, 4,4'-methylenebis(3-hydroxy-, Compd. With 10,11-dihydro-n,n-2-naphthalenecarboxylic Acid, 4,4'-methylenebis(3-hydroxy-, Compd. With 10,11-dihydro-n,n-dimethyl-5h-dibenz(b,f)azepine-5-propanamine (1:2)

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₆₁H₆₄N₄O₆
Molecular Weight	949.2 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	12
Exact Mass	948.48258577 g/mol
Monoisotopic Mass	948.48258577 g/mol
Topological Polar Surface Area	128 Å²
Heavy Atom Count	71
Formal Charge	0
Complexity	859
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Adrenergic Uptake Inhibitors

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.)

Antidepressive Agents, Tricyclic

Substances that contain a fused three-ring moiety and are used in the treatment of depression. These drugs block the uptake of norepinephrine and serotonin into axon terminals and may block some subtypes of serotonin, adrenergic, and histamine receptors. However, the mechanism of their antidepressant effects is not clear because the therapeutic effects usually take weeks to develop and may reflect compensatory changes in the central nervous system. (See all compounds classified as Antidepressive Agents, Tricyclic.)

4.2 FDA Pharmacological Classification

4.2.1 Pharmacological Classes

Tricyclic Antidepressant [EPC]

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