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Rifamycin, 4-O-(carboxymethyl)-
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Name

Rifamycin, 4-O-(carboxymethyl)-

 EINECS N/A
CAS No. 13929-35-6 Density 1.37g/cm3
PSA 227.61000 LogP 4.64990
Solubility N/A Melting Point 300° (dec 160-164°)
Formula C39H49NO14 Boiling Point 907.1°Cat760mmHg
Molecular Weight 755.816 Flash Point 502.4°C
Transport Information N/A Appearance N/A
Safety Moderately toxic by intravenous and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx. Used as an antibiotic. Risk Codes N/A
Molecular Structure Molecular Structure of 13929-35-6 (Rifamycin, 4-O-(carboxymethyl)-) Hazard Symbols N/A
Synonyms

4)-D-Manp;rifomycin-B;cellotetraose;Rifamycin impurity A;O4-carboxymethyl-rifamycin;Rifamycin, 4-O-(carboxymethyl)-;rifamycin-B;

Article Data 4

Rifamycin, 4-O-(carboxymethyl)- Synthetic route

2280-44-6

D-Glucose

Amycolatopsis mediterranei ATCC 21789/pJG8.219A

Amycolatopsis mediterranei ATCC 21789/pJG8.219A

A

178948-66-8

5-deoxy-5-amino-shikimic acid

B

13929-35-6

Rifamycin B

Conditions
ConditionsYield
With oxygen In various solvent(s) at 28℃; for 288h; Microbiological reaction;A 0.4%
B n/a
62623-68-1, 76188-88-0, 81203-58-9, 101978-28-3, 13553-79-2

rifamycin S

13929-35-6

Rifamycin B

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: transketolase Rif15; cytochrome P450 enzyme Rif16; thiamine pyrophosphate; magnesium chloride / aq. buffer / 4 h / 28 °C / pH 7.4 / Enzymatic reaction
2: ferredoxin seFdx; ferredoxin reductasese FdR; NADPH; cytochrome P450 enzyme Rif16 / aq. buffer / 4 h / 28 °C / Enzymatic reaction
View Scheme

rifamycin L

13929-35-6

Rifamycin B

Conditions
ConditionsYield
With cytochrome P450 enzyme Rif16; ferredoxin reductasese FdR; ferredoxin seFdx; NADPH In aq. buffer at 28℃; for 4h; Reagent/catalyst; Enzymatic reaction;3 mg
6998-60-3

rifamycin SV

13929-35-6

Rifamycin B

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: magnesium chloride; oxygen / water
2: transketolase Rif15; cytochrome P450 enzyme Rif16; thiamine pyrophosphate; magnesium chloride / aq. buffer / 4 h / 28 °C / pH 7.4 / Enzymatic reaction
3: ferredoxin seFdx; ferredoxin reductasese FdR; NADPH; cytochrome P450 enzyme Rif16 / aq. buffer / 4 h / 28 °C / Enzymatic reaction
View Scheme
13929-35-6

Rifamycin B

14487-05-9

rifamycin O

Conditions
ConditionsYield
With air Ambient temperature;80%

(R)-2-fluoro-N-(1-((5-fluoro-2-(piperazin-1-yl)phenyl)amino)-1-oxo-3-phenylpropan-2-yl-3,3-d2)benzamide

13929-35-6

Rifamycin B

C65H71(2)H2F2N5O15

Conditions
ConditionsYield
Stage #1: Rifamycin B With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere;
Stage #2: (R)-2-fluoro-N-(1-((5-fluoro-2-(piperazin-1-yl)phenyl)amino)-1-oxo-3-phenylpropan-2-yl-3,3-d2)benzamide With dmap; triethylamine In N,N-dimethyl-formamide at 80℃; for 6h; Inert atmosphere;		40%

C31H53N9O14

13929-35-6

Rifamycin B

C70H100N10O27

Conditions
ConditionsYield
Stage #1: Rifamycin B With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 25℃; for 1h;
Stage #2: C31H53N9O14 With dmap In N,N-dimethyl-formamide at 25℃; for 1h;		3.3%
123-75-1

pyrrolidine

13929-35-6

Rifamycin B

13929-40-3

O4-(2-oxo-2-pyrrolidin-1-yl-ethyl)-rifamycin

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran
110-89-4

piperidine

13929-35-6

Rifamycin B

14487-04-8

O4-(2-oxo-2-piperidin-1-yl-ethyl)-rifamycin

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran
110-91-8

morpholine

13929-35-6

Rifamycin B

14150-54-0

O4-(2-morpholin-4-yl-2-oxo-ethyl)-rifamycin

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran

Rifamycin, 4-O-(carboxymethyl)- Chemical Properties

Product Name: Rifamycin, 4-O-(carboxymethyl)-
The MF of Rifamycin, 4-O-(carboxymethyl)- (CAS NO.13929-35-6) is C39H49NO14.

                                   
The MW of Rifamycin, 4-O-(carboxymethyl)- (CAS NO.13929-35-6) is 755.8047.
Synonyms of Rifamycin, 4-O-(carboxymethyl)- (CAS NO.13929-35-6): Acetic acid, ((1,2-dihydro-5,6,17,19,21-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-2,7-(epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-9-yl)-oxy)-, 21-acetate ; Rifomycin B (6CI) ; 4-O-(Carboxymethyl)rifamycin
Apperance: Yellow diamond-shaped or needle-like crystals
Index of Refraction: 1.626 
Density: 1.37 g/ml
Flash Point: 502.4 °C
Boiling Point: 907.1 °C
Melting Point: 160～164 °C

Rifamycin, 4-O-(carboxymethyl)- Uses

  Rifamycin, 4-O-(carboxymethyl)- (CAS NO.13929-35-6) is used in biochemistry.

Rifamycin, 4-O-(carboxymethyl)- Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 1200mg/kg (1200mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 1, Pg. 865, 1978.
dog LD50 oral > 3gm/kg (3000mg/kg)   Antibiotics Annual. Vol. 7, Pg. 277, 1959/1960.
guinea pig LD50 intraperitoneal 3gm/kg (3000mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 1, Pg. 865, 1978.
mouse LD50 intraperitoneal > 3gm/kg (3000mg/kg)   Antibiotics Annual. Vol. 7, Pg. 277, 1959/1960.
mouse LD50 intravenous 2040mg/kg (2040mg/kg)   "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 1308, 1989.
mouse LD50 oral > 3gm/kg (3000mg/kg)   Antibiotics Annual. Vol. 7, Pg. 277, 1959/1960.
mouse LD50 subcutaneous > 3gm/kg (3000mg/kg)   Antibiotics Annual. Vol. 7, Pg. 277, 1959/1960.
rat LD50 intraperitoneal > 3gm/kg (3000mg/kg)   Antibiotics Annual. Vol. 7, Pg. 277, 1959/1960.
rat LD50 intravenous 1680mg/kg (1680mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 1, Pg. 865, 1978.
rat LD50 oral > 3gm/kg (3000mg/kg)   Antibiotics Annual. Vol. 7, Pg. 277, 1959/1960.
rat LD50 subcutaneous > 3gm/kg (3000mg/kg)   Antibiotics Annual. Vol. 7, Pg. 277, 1959/1960.

Rifamycin, 4-O-(carboxymethyl)- Safety Profile

Moderately toxic by intravenous and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx. Used as an antibiotic.

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