Rifampicin | CAS No. 13292-46-1

Rifampicin

Basic Information

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CAS Number

13292-46-1

Molecular Formula

C43H58N4O12

Molecular Weight

822.95 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 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

Physical State

Powder

Melting Point

188°C(dec.)

Boiling Point

937.4±65.0°C at 760 mmHg

Water Solubility

Soluble in DMSO or methanolSoluble in water, ethyl acetate, chloroform, methanol, tetrahydrofuran and dimethyl sulfoxide.

Flash Point

561.3±34.3 °C

Solubility

chloroform: soluble50mg/mL, clear

Refractive Index

1.6000 (estimate)

Vapor Pressure

0.0±0.3 mmHg at 25°C

SMILES

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CC1C=CC=C(C(=O)NC2=C(C(=C3C(=C2O)C(=C(C4=C3C(=O)C(O4)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)C)O)O)C=NN5CCN(CC5)C)C

InChI

InChI=1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1

InChIKey

JQXXHWHPUNPDRT-WLSIYKJHSA-N

LogP

4.335420000000004

pKa

1.7, 7.9(at 25℃)

Topological Polar Surface Area

220.14999999999995 Å²

Hydrogen Bond Donor/Acceptor

6 / 16

Complexity

1620

Safety Information

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GHS Hazard Pictograms

H302

H315

H319

H335

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Sensitiveness

sensitive to light, humidity, and heat

Toxicity

LD50 in mice, rats (mg/kg): 885, 1720 orally; 260, 330 i.v.; 640, 550 i.p. (Fürész)

Synonyms & References

English

yl]-, (2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-
J04AB02
Rifinah
HMS2089F12
5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-[N-(4-methyl-1-piperazinyl)formimidoyl]-, 21-acetate
UNII-VJT6J7R4TR
RIFAMPIN (USP MONOGRAPH)
HSDB 3181
3-((4-METHYL-1-PIPERAZINYL)IMINOMETHYL)RIFAMYCIN SV
Rifampicine [French]
5,6,9,17,19,21-Hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-(N-(4-methyl-1-piperazinyl)formimidoyl)-2,7-(epoxypentadeca(1,11,13)trienimino)naphtho(2,1-beta)furan-1,11(2H)-dione 21-acetate
Rifoldin
5,6,9,17,19,21-Hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-(N-(4-methyl-1-piperazinyl)formimidoyl)-2,7-(epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-1,11(2H)-dione 21-acetate
RIFAMPICIN [JAN]
2,7-(EPOXYPENTADECA(1,11,13)TRIENIMINO)NAPHTHO(2,1-B)FURAN-1,11(2-H)-DIONE, 5,6,9,17,19,21-HEXAHYDROXY-23-METHOXY-2,4,12,1///
Ba 41166/E
(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,27,29-pentahydroxy-11- methoxy-3,7,12,14,16,18,22-heptamethyl-26-{(E)-[(4-methylpiperazin-1-yl)imino] methyl}-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1 (28),2,4,9,19,21,25(29),26-octaen-13-yl acetate
RIFAMPICIN [INN]
Rifadin Iv
5,6,9,17,19,21-Hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-[N-(4-methyl-1-piperazinyl)formimidoyl]-2,7-(epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione 21-acetate
RIFAMPICIN [EP IMPURITY]
R/AMP
Rifadin
Spectrum5_002018
Rifampin (USP)
3-(4-Methylpiperazinyliminomethyl)-rifamycin SV
Rifamycin AMP
8-(((4-Methyl-1-piperazinyl)imino)methyl)rifamycin SV
3-(4-Methylpiperazinyliminomethyl)rifamycin SV
2,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-[N-(4-methyl-1-piperazinyl)formimidoyl]-, 21-acetate
Rifampin (Rifampicin)

MDL Number

MFCD00151389

Customs Code

2941903000

FAQ

What is Rifampicin (CAS: 13292-46-1)?

Rifampicin (CAS: 13292-46-1) is an antibiotic belonging to the rifamycin class. Its chemical formula is C₁₉H₂₉N₃O₁₂. It is a yellow-orange crystalline powder with high solubility in organic solvents. Rifampicin is known for its broad-spectrum antibacterial activity and is commonly used in the treatment of bacterial infections, including tuberculosis.

What are the main uses of Rifampicin (CAS: 13292-46-1)?

Rifampicin (CAS: 13292-46-1) is primarily used as an antibiotic to treat bacterial infections, especially tuberculosis. It is also employed in the management of leprosy, Legionnaires' disease, and certain types of meningitis. In research settings, it serves as a tool for studying bacterial resistance and is used in antimicrobial susceptibility testing.

Is Rifampicin (CAS: 13292-46-1) safe?

Rifampicin (CAS: 13292-46-1) is generally safe when used as directed, but it may cause side effects such as liver toxicity, gastrointestinal discomfort, and skin rashes. It is important to follow safety standards and consult a healthcare professional before use. Proper handling and protective measures, like gloves and ventilation, should be taken during its preparation and administration.

How should Rifampicin (CAS: 13292-46-1) be stored?

Rifampicin (CAS: 13292-46-1) should be stored in a cool, dry place away from direct light. It is typically kept in airtight containers to maintain its stability and prevent moisture exposure. Storage conditions should be between 15°C to 30°C, and it is important to ensure that the container is properly labeled and stored out of reach of children.