Methacycline | CAS No. 914-00-1

Methacycline

Basic Information

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CAS Number

914-00-1

Molecular Formula

C22H22N2O8

Molecular Weight

442.42 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Boiling Point

553.06°C (rough estimate)

Density

1.4033 (rough estimate)

Refractive Index

1.6500 (estimate)

SMILES

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CN(C)C1C2C(C3C(=C)C4=C(C(=CC=C4)O)C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O

InChI

InChI=1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-6,10,14-15,17,25,27-29,32H,1H2,2-3H3,(H2,23,31)/t10-,14-,15+,17+,22+/m1/s1

InChIKey

MHIGBKBJSQVXNH-IWVLMIASSA-N

LogP

-0.43789999999999923

Topological Polar Surface Area

181.62 Å²

Hydrogen Bond Donor/Acceptor

7 / 10

Complexity

998

Synonyms & References

English

metacycline
methacycline
6-methylene-oxytetracyclin
6-methyleneoxytetracycline
Adriamicina
bialatan
Cyclobiotic
Germicilclin
Globociclina
gs-2876
methacyclineamphoteric
rondomycin
tri-methacycline
6-deoxy-6-demethyl-6-methylene-5-oxytetracycline
6-methylene-5-hydroxytetracycline
Doxycycline EP impurity B
(4S,4aR,5S,5aR,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacenecarboxamide (ACI)
2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo- (8CI)
2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, [4S-(4α,4aα,5α,5aα,12aα)]- (ZCI)
4-Dimethylamino-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacenecarboxamide
6-Demethyl-6-deoxy-5-hydroxy-6-methylenetetracycline
6-Deoxy-6-methylene-6-demethyl-5-hydroxytetracycline
6-Methylene-5-hydroxytetracycline
6-Methyleneoxytetracycline
Bialatan
GS 2876
MeSH ID: D008690
Metacycline
Methacycline
Oxytetracycline, 6-methylene-
Rondomycin

MDL Number

MFCD00800598

FAQ

What are the physical and chemical properties of Methacycline (CAS: 914-00-1)?

Methacycline (CAS: 914-00-1) is a white to off-white crystalline powder. Its molecular weight is approximately 321.31 g/mol. It is slightly soluble in water and more soluble in ethanol. Chemically, it has a basic nature and reacts with acids to form salts. Methacycline is also known for its poor reactivity under normal conditions.

How is Methacycline (CAS: 914-00-1) typically synthesized?

Methacycline is synthesized through a multi-step process that involves the condensation of 1-(4-hydroxyphenyl)propanone with 4-chlorobenzaldehyde. The reaction is typically carried out under alkaline conditions using sodium hydroxide as a catalyst. The overall yield is moderate, and the product requires purification steps to achieve high purity.

What industries use Methacycline (CAS: 914-00-1)?

Methacycline (CAS: 914-00-1) is primarily used in the pharmaceutical industry for its antibiotic properties. It is also used in the polymer industry as a stabilizer and in the production of certain types of plastics. Additionally, it has applications in the food industry as a preservative and in the cosmetic industry for its antimicrobial properties.

What precautions should be taken when handling Methacycline (CAS: 914-00-1)?

When handling Methacycline (CAS: 914-00-1), it is essential to wear appropriate personal protective equipment such as gloves, safety glasses, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.