Methyl (3beta,16beta,17alpha,18beta,20alpha)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate

Basic Information

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CAS Number

50-55-5

Molecular Formula

C33H40N2O9

Molecular Weight

608.69 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

265oC (dec.)

Boiling Point

700.1°C at 760mmHg

Water Solubility

Soluble in water.

Flash Point

377.2°C

Solubility

less than 1 mg/mL at 72° F (NTP, 1992)

Refractive Index

177 ° (C=1, DMF)

Vapor Pressure

0mmHg at 25°C

Odor

Odorless

Specific Rotation

-126° (c=1, CHCl3)

SMILES

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COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC

InChI

InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m1/s1

InChIKey

QEVHRUUCFGRFIF-MDEJGZGSSA-N

LogP

4.171100000000004

pKa

6.6(at 25℃)

Topological Polar Surface Area

117.78000000000002 Å²

Hydrogen Bond Donor/Acceptor

1 / 11

Complexity

1000

Safety Information

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GHS Hazard Pictograms

H225

H319

H336

Hazard Statement

H225 Highly Flammable liquid and vapor
Flammable liquids

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H336 May cause drowsiness or dizziness
Specific target organ toxicity, single exposure; Narcotic effects

Storage Conditions

2-8℃

Stability

Stable, but darkens slowly in light. Combustible. Incompatible with strong acids, reducing agents, oxidizing agents.

Synonyms & References

English

Rawilid
Kitine
Prestwick1_000875
Methyl reserpate 3,4,5-trimethoxybenzoic acid ester
Tox21_300537
BSPBio_000949
Q-100566
Adelfan
CAM-AP-ES COMPONENT RESERPINE
Reserp
RESERPINE COMPONENT OF HYDRALAZINE HYDROCHLORIDE-HYDROCHLOROTHIAZIDE-RESERPINE
(3beta,16beta,17alpha,18beta,20alpha)-11,17-Dimethoxy-18-((3,4,5-trimethoxybenzoyl)oxy)yohimban-16-carboxylic acid methyl ester
Reserpine, crystallized, >=99.0% (HPLC)
EINECS 200-047-9
RESERPINUM [HPUS]
Serfin
RESERPINE COMPONENT OF SALUTENSIN
Serpogen
Rcra waste number U200
HMS2234E24
NCGC00260758-01
Tepserpine
BPBio1_001045
Briserine
NCGC00091250-08
Hypersil
Ascoserp
NSC 237659
Rivasin
NCGC00091250-25
Residine

MDL Number

MFCD00005091

FAQ

What is Methyl (3beta,16beta,17alpha,18beta,20alpha)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate (CAS: 50-55-5)?

Methyl (3beta,16beta,17alpha,18beta,20alpha)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate (CAS: 50-55-5) is a complex organic compound with a quinolizidine alkaloid backbone. It contains multiple methoxy groups and a trimethoxybenzoyl moiety, making it a derivative of yohimbine. Its molecular structure is characterized by ester functionality and specific stereochemistry at key positions. This compound is primarily used in research and pharmaceutical development for its potential biological activities.

What are the main uses of Methyl (3beta,16beta,17alpha,18beta,20alpha)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate (CAS: 50-55-5)?

This compound is mainly used in pharmaceutical research for studying its pharmacological properties, particularly in relation to alpha-2 adrenergic receptor modulation. It also serves as a key intermediate in the synthesis of drugs targeting erectile dysfunction, obesity, and cardiovascular conditions. Additionally, it is utilized in biochemical studies to explore its potential therapeutic applications and structural modifications.

Is Methyl (3beta,16beta,17alpha,18beta,20alpha)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate (CAS: 50-55-5) safe?

Safety of this compound depends on its handling and application. As a chemical derivative, it may exhibit similar toxicity profiles to yohimbine, including potential effects on the cardiovascular system. Precautions include wearing protective gloves, goggles, and clothing to avoid skin contact. It should be handled in well-ventilated areas and stored according to recommended guidelines to ensure safety during research and industrial use.

How should Methyl (3beta,16beta,17alpha,18beta,20alpha)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate (CAS: 50-55-5) be stored?

This compound should be stored in a cool, dry place, away from direct light, in a sealed, airtight container. Maintain storage conditions between 2-8°C to preserve stability. Avoid exposure to moisture and incompatible substances. Proper labeling and adherence to chemical safety standards are essential to ensure long-term storage and prevent degradation.