CAS 58-00-4

(-)-Apomorphine

Description:

(-)-Apomorphine is a chemical compound classified as an alkaloid and is derived from morphine. It is known for its dopamine agonist properties, primarily affecting the central nervous system. The compound appears as a white to off-white crystalline powder and is soluble in water, alcohol, and chloroform, making it versatile for various applications. Its molecular formula is C17H17N, and it has a complex three-dimensional structure that allows it to interact with dopamine receptors, particularly D1 and D2 subtypes. (-)-Apomorphine is primarily used in the medical field for the treatment of Parkinson's disease and erectile dysfunction, as it can stimulate dopamine release and improve motor function. However, it may also have side effects, including nausea and hypotension. Due to its pharmacological effects, (-)-Apomorphine is subject to regulation in many countries. Its stereochemistry is significant, as the (-) enantiomer is the biologically active form, highlighting the importance of chirality in medicinal chemistry.

Formula: C₁₇H₁₇NO₂

InChI: InChI=1/C17H17NO2/c1-18-8-7-10-3-2-4-12-15(10)13(18)9-11-5-6-14(19)17(20)16(11)12/h2-6,13,19-20H,7-9H2,1H3/p+1/t13-/m1/s1

InChI key: InChIKey=VMWNQDUVQKEIOC-CYBMUJFWSA-N

SMILES: CN1[C@]2(C=3C(C=4C(C2)=CC=C(O)C4O)=CC=CC3CC1)[H]

Synonyms:

• (-)-10,11-Dihydroxyaporphine
• (6aR)-10,11-dihydroxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolinium
• (6aR)-5,6,6a,7-Tetrahydro-6-methyl-4H-dibenzo(de,g)chinolin-10,11-diol
• (6aR)-5,6,6a,7-Tetrahydro-6-methyl-4H-dibenzo[de,g]quinoline-10,11-diol
• 4H-Dibenzo(de,g)quinoline-10,11-diol, 5,6,6a,7-tetrahydro-6-methyl-, (R)-
• 4H-Dibenzo(de,g)quinoline-10,11-diol, 5,6,6a,7-tetrahydro-6-methyl-, (R)- (9CI)
• 4H-Dibenzo[de,g]quinoline-10,11-diol, 5,6,6a,7-tetrahydro-6-methyl-, (6aR)-
• 6a-beta-Aporphine-10,11-diol
• 6abeta-Aporphine-10,11-diol
• 6aβ-Aporphine-10,11-diol
• Apokyn
• Apomorfin
• Apomorfina
• Apomorphin
• Hsdb 3289
• Ixense
• L-Apomorphine
• R-(-)-Apomorphine
• Unii-N21Far7B4S
• Apomorphine
• APOMORPHINE, NASAL, BRITANNIA,4H-DIBENZO[DE-G]QUINOLINE-10,11-DIOL, 5,6,6A,7-TETRAHYDRO-6-METHYL, (R)-
• (6aS)-5,6,6aα,7-Tetrahydro-6-methyl-4H-dibenzo[de,g]quinoline-10,11-diol
• (6AR)-6-METHYL-5,6,6A,7-TETRAHYDRO-4H-DIBENZO[DE,G]QUINOLINE-10,11-DIOL OR APOMORPHINE

(R)-Apomorphine-d5 Hydrochloride (Major)

Controlled Product

CAS: 314-19-2, 58-00-4, 76787-62-7

Formula: C₁₇H₁₂D₅NO₂•HCl

Color and Shape: Neat

Molecular weight: 272.363646

Ref: TR-A727503

(R)​-​(-​)​-​Apomorphine

Controlled Product

CAS: 58-00-4

Applications (R)​-​(-​)​-​Apomorphine is a dopamine (D1 and D2) receptor agonist. Emetic. Antiparkinsonian.
References Neumeyer, J.L., et al.: J. Pharm. Sci., 59, 1850 (1970); Ginos, J.Z., et al.: J. Med. Chem., 18, 1194 (1975); Muhtadi, F.J., et al.: Anal. Profiles Drug Subs., 20, 121 (1991)

Formula: C₁₇H₁₇NO₂

Color and Shape: Green

Molecular weight: 267.32

Ref: TR-A727495

Apomorphine

Controlled Product

CAS: 58-00-4

Apomorphine is a chemical compound that can be used as an analytical tool to study the effects of dopamine on physiological processes, and pharmacological agents on pharmacokinetics. It is also used in the treatment of Parkinson's disease. Apomorphine is a potent agonist at dopaminergic receptors in the central nervous system, and has been shown to increase locomotor activity and improve the rotarod test performance in rats. Apomorphine binds to dopamine receptors in the brain, replacing dopamine as it becomes depleted. The drug also blocks reuptake of dopamine by neurons and increases release of dopamine from nerve terminals. Apomorphine has a short half-life of about 2 hours, but may have potential for long-term treatment because its effects can last up to 24 hours.

Formula: C₁₇H₁₇NO₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 267.32 g/mol

Ref: 3D-FA44559

Apomorphine-8-Sulfonic Acid

Controlled Product

CAS: 58-00-4

Applications Apomorphine-8-Sulfonic Acid is an impurity of (R)​-​(-​)​-​Apomorphine(A727495), (R)​-​(-​)​-​Apomorphine is a dopamine (D1 and D2) receptor agonist. Emetic. Antiparkinsonian.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Neumeyer, J.L., et al.: J. Pharm. Sci., 59, 1850 (1970); Ginos, J.Z., et al.: J. Med. Chem., 18, 1194 (1975); Muhtadi, F.J., et al.: Anal. Profiles Drug Subs., 20, 121 (1991)

Formula: C₁₇H₁₇NO₅S

Color and Shape: Neat

Molecular weight: 347.386

Ref: TR-A737495