Rifamycin, 4-O-(carboxymethyl)- supplier

Name
Rifamycin, 4-O-(carboxymethyl)-
EINECS
CAS No. 13929-35-6
Article Data4
CAS DataBase
Density 1.37g/cm³
Solubility
Melting Point 300° (dec 160-164°)
Formula C₃₉H₄₉NO₁₄
Boiling Point 907.1°Cat760mmHg
Molecular Weight 755.816
Flash Point 502.4°C
Transport Information
Appearance
Safety Moderately toxic by intravenous and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NO_x. Used as an antibiotic.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 4)-D-Manp;rifomycin-B;cellotetraose;Rifamycin impurity A;O4-carboxymethyl-rifamycin;Rifamycin, 4-O-(carboxymethyl)-;rifamycin-B;
PSA 227.61000
LogP 4.64990

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

Conditions	Yield
With oxygen In various solvent(s) at 28℃; for 288h; Microbiological reaction;	A 0.4% B n/a

...Expand

: 62623-68-1, 76188-88-0, 81203-58-9, 101978-28-3, 13553-79-2
rifamycin S

: 13929-35-6
Rifamycin B

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 3378-71-0
2,5-dimethylpyrrolide

: 13929-35-6
Rifamycin B

: 38123-17-0
O4-[2-((2Ξ)-2r,5ξ-dimethyl-pyrrolidin-1-yl)-2-oxo-ethyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 42185-06-8
3-methylmorpholine

: 13929-35-6
Rifamycin B

: 38123-18-1
O4-[2-((Ξ)-3-methyl-morpholin-4-yl)-2-oxo-ethyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 123-57-9
2,6-dimethylmorpholine

: 13929-35-6
Rifamycin B

: 55372-15-1
O4-[2-((3Ξ)-3r,5ξ-dimethyl-morpholin-4-yl)-2-oxo-ethyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 109-83-1
(2-hydroxyethyl)(methyl)amine

: 13929-35-6
Rifamycin B

: 55447-17-1
O4-{[(2-hydroxy-ethyl)-methyl-carbamoyl]-methyl}-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 5824-80-6
methyl-morpholin-4-yl-amine

: 13929-35-6
Rifamycin B

: 17863-72-8
O4-[(methyl-morpholin-4-yl-carbamoyl)-methyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 626-58-4
4-methylpiperidin

: 13929-35-6
Rifamycin B

: 26242-20-6
O4-[2-(4-methyl-piperidin-1-yl)-2-oxo-ethyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 111-49-9
hexamethylene imine

: 13929-35-6
Rifamycin B

: 13929-37-8
O4-(2-azepan-1-yl-2-oxo-ethyl)-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 107-10-8
propylamine

: 13929-35-6
Rifamycin B

: 55372-05-9
O4-(propylcarbamoyl-methyl)-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 42268-62-2
N-(1-Propyl)propargylamine

: 13929-35-6
Rifamycin B

: 38128-71-1
O4-[(propyl-prop-2-ynyl-carbamoyl)-methyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 110-68-9
N-n-butyl-N-methylamine

: 13929-35-6
Rifamycin B

: 16784-08-0
O4-[(butyl-methyl-carbamoyl)-methyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 110-96-3
diisobutylamine

: 13929-35-6
Rifamycin B

: 16784-05-7
O4-(diisobutylcarbamoyl-methyl)-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 5824-74-8
N-methyl-N-(piperidin-1-yl)amine

: 13929-35-6
Rifamycin B

: 55372-20-8
O4-[(methyl-piperidin-1-yl-carbamoyl)-methyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 2439-56-7
N-methylcyclopentylamine

: 13929-35-6
Rifamycin B

: 17607-41-9
O4-[(cyclopentyl-methyl-carbamoyl)-methyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 100-60-7
N-methylcyclohexylamine

: 13929-35-6
Rifamycin B

: 17863-71-7
O4-[(cyclohexyl-methyl-carbamoyl)-methyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 216080-58-9
N-(2-ethylamino)piperidine

: 13929-35-6
Rifamycin B

: 55372-21-9
O4-[(ethyl-piperidin-1-yl-carbamoyl)-methyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 693-05-0
N-(2-cyanoethyl)-N-methylamine

: 13929-35-6
Rifamycin B

: 55447-18-2
O4-{[(2-cyano-ethyl)-methyl-carbamoyl]-methyl}-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 20193-20-8
ethylpropylamine

: 13929-35-6
Rifamycin B

: 16784-02-4
O4-[(ethyl-propyl-carbamoyl)-methyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 624-78-2
N-Ethylmethylamine

: 13929-35-6
Rifamycin B

: 17607-34-0
O4-[(ethyl-methyl-carbamoyl)-methyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 4747-21-1
N-methylpropan-2-amine

: 13929-35-6
Rifamycin B

: 38128-77-7
O4-[(isopropyl-methyl-carbamoyl)-methyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 14610-37-8
N-methyl-tert-butylamine

: 13929-35-6
Rifamycin B

: 55372-11-7
O4-[(tert-butyl-methyl-carbamoyl)-methyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 13360-63-9
N-ethylbutylamine

: 13929-35-6
Rifamycin B

: 38128-76-6
O4-[(butyl-ethyl-carbamoyl)-methyl]-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 29559-82-8
N'-ethyl-N,N-dimethyl-hydrazine

: 13929-35-6
Rifamycin B

: 17607-48-6
O4-(N-ethyl-N',N'-dimethyl-hydrazinocarbonylmethyl)-rifamycin

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran

: 52728-54-8
1,1-dimethyl-2-n-propylhydrazine

: 13929-35-6
Rifamycin B

: 17607-49-7
O4-(N',N'-dimethyl-N-propyl-hydrazinocarbonylmethyl)-rifamycin

Conditions

Conditions	Yield
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)	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 NO_x. Used as an antibiotic.

Product Name

Rifamycin, 4-O-(carboxymethyl)-

Synthetic route

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

Rifamycin, 4-O-(carboxymethyl)- Uses

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

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

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