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Cerocral

Cerocral

Synopsis, Chemistry

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Also known as: Dilvax, Ifenprodil tartrate, Ifenprodil l-(+)-tartrate, 66157-43-5, Cerocral, Validex

Molecular Formula

C₄₆H₅₈N₂O₁₀-₂

Molecular Weight

799.0 g/mol

InChI Key

DMPRDSPPYMZQBT-CEAXSRTFSA-L

1 2D Structure

Cerocral

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol;(2R,3R)-2,3-dihydroxybutanedioate

2.1.2 InChI

InChI=1S/2C21H27NO2.C4H6O6/c2*1-16(21(24)19-7-9-20(23)10-8-19)22-13-11-18(12-14-22)15-17-5-3-2-4-6-17;5-1(3(7)8)2(6)4(9)10/h2*2-10,16,18,21,23-24H,11-15H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/p-2/t;;1-,2-/m..1/s1

2.1.3 InChI Key

DMPRDSPPYMZQBT-CEAXSRTFSA-L

2.1.4 Canonical SMILES

CC(C(C1=CC=C(C=C1)O)O)N2CCC(CC2)CC3=CC=CC=C3.CC(C(C1=CC=C(C=C1)O)O)N2CCC(CC2)CC3=CC=CC=C3.C(C(C(=O)[O-])O)(C(=O)[O-])O

2.1.5 Isomeric SMILES

CC(C(C1=CC=C(C=C1)O)O)N2CCC(CC2)CC3=CC=CC=C3.CC(C(C1=CC=C(C=C1)O)O)N2CCC(CC2)CC3=CC=CC=C3.[C@@H]([C@H](C(=O)[O-])O)(C(=O)[O-])O

2.2 Synonyms

2.2.1 MeSH Synonyms

1. 2-(4-benzylpiperidino)-1-(4-hydroxyphenyl)-2-methyl-1-ethanol

2. 4-benzyl-alpha-(p-hydroxyphenyl)-beta-methyl-1-piperidineethanol

3. 61 91 Rc

4. Alpha-(4-hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-1-piperidine Ethanol

5. Ifenprodil

6. Ifenprodil Hydrochloride

7. Ifenprodil Hydrochloride, (+-)-isomer

8. Ifenprodil Tartrate

9. Ifenprodil Tartrate (1:1), (r*,s*)-(+-)-(r-(r*,r*))-isomer

10. Ifenprodil Tartrate (1:1), (r-(r*,r*))-isomer

11. Ifenprodil Tartrate (2:1), (r-(r*,r*))-isomer

12. Ifenprodil, (r*,s*)-(+-)-isomer

13. Ifenprodil, Tartrate(r-(r*,r*))-isomer

2.2.2 Depositor-Supplied Synonyms

1. Dilvax

2. Ifenprodil Tartrate

3. Ifenprodil L-(+)-tartrate

4. 66157-43-5

5. Cerocral

6. Validex

7. 4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol;(2r,3r)-2,3-dihydroxybutanedioate

8. Ifenprodil Tartrate (2:1)

9. Ifenprodil L-(+)-tartrate (2:1)

10. 2-(4-benzyl-piperidino)-1-(4-hydroxyphenyl)-1-propanol Tartrate (2:1)

11. 4-benzyl-alpha-(p-hydroxyphenyl)-beta-methyl-1-piperidineethanol Tartrate

12. 4-benzyl-alpha-(p-hydroxyphenyl)-beta-methyl-1-piperidine-ethanol-(l)-(+)-tartrate

13. Piperidineethanol, Alpha-(4-hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-, Tartrate (2:1)

14. 1-piperidineethanol, 4-benzyl-alpha-(p-hydroxyphenyl)-beta-methyl-, Tartrate (salt) (2:1)

2.3 Create Date

2005-08-09

3 Chemical and Physical Properties

Molecular Formula	C₄₆H₅₈N₂O₁₀-₂
Molecular Weight	799.0 g/mol
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	11
Exact Mass	798.40914605 g/mol
Monoisotopic Mass	798.40914605 g/mol
Topological Polar Surface Area	208 Å²
Heavy Atom Count	58
Formal Charge	-2
Complexity	476
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	4
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Excitatory Amino Acid Antagonists

Drugs that bind to but do not activate excitatory amino acid receptors, thereby blocking the actions of agonists. (See all compounds classified as Excitatory Amino Acid Antagonists.)

Adrenergic alpha-Antagonists

Drugs that bind to but do not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists. Adrenergic alpha-antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma. (See all compounds classified as Adrenergic alpha-Antagonists.)

Vasodilator Agents

Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)