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Cas Database

Name	XYLOSTATIN	EINECS	N/A
CAS No.	25546-65-0	Density	1.1751 (rough estimate)
PSA	345.36000	LogP	-3.42310
Solubility	N/A	Melting Point	192-195°; mp 175-180° (dec)
Formula	C17H34 N4 O10	Boiling Point	561.28°C (rough estimate)
Molecular Weight	454.478	Flash Point	N/A
Transport Information	N/A	Appearance	N/A
Safety	Poison by intravenous route. Moderately toxic by intramuscular and intraperitoneal routes. Mildly toxic by ingestion. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NO_x.	Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	AntibioticSF 733; Dekamycin IV; Hetangmycin; NSC 138925; Ribostamycin; SF 733; Vistamycin	Article Data	10

XYLOSTATIN Synthetic route

: 28440-41-7, 64999-27-5, 64999-28-6
tetra-N-acetylribostamycin

: 25546-65-0
ribostamycin

Conditions

Conditions	Yield
With hydrazine hydrate at 100℃; for 66h; sealed tube;	59%

: 78763-89-0
1,3,2',6'-Tetra-N-(benzyloxycarbonyl)-2'',3'',5''-tri-O-benzoyl-6,3',4'-tri-O-benzylribostamycin

: 25546-65-0
ribostamycin

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen; sodium methylate; acetic acid 1.) MeOH, 3.5 h, 2.) aq. dioxane, 48 h, then water; Yield given. Multistep reaction;

: 96181-96-3
[(1S,2R,3R,5R)-2-[(2R,3R,4R,5S,6R)-3-Acetylamino-6-(acetylamino-methyl)-4,5-dihydroxy-tetrahydro-pyran-2-yloxy]-3-((2S,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yloxy)-4,6-dihydroxy-5-nitro-cyclohexyl]-carbamic acid benzyl ester

: 25546-65-0
ribostamycin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) p-TsOHH2O; 2.) pyridine; 3.) d-10-camphorsulfonic acid / 1.) DMF, 45 deg C, 50 min; 2.) r.t., 8 h; 3.) DMF, r.t., 10 min 3: 59 percent / 80percent aq. NH2NH2H2O / 66 h / 100 °C / sealed tube View Scheme

: 96181-94-1
C41H53N3O23

: 25546-65-0
ribostamycin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: benzene; pyridine / 1 h / Heating 2: 62 percent / NaOMe / methanol; nitromethane / 14 h / Ambient temperature 3: 1.) p-TsOHH2O; 2.) pyridine; 3.) d-10-camphorsulfonic acid / 1.) DMF, 45 deg C, 50 min; 2.) r.t., 8 h; 3.) DMF, r.t., 10 min 5: 59 percent / 80percent aq. NH2NH2H2O / 66 h / 100 °C / sealed tube View Scheme

: 96200-99-6
C55H66N4O18

: 25546-65-0
ribostamycin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: 59 percent / 80percent aq. NH2NH2*H2O / 66 h / 100 °C / sealed tube View Scheme

: 96181-92-9
C59H69N3O22

: 25546-65-0
ribostamycin

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: pyridine 2: 1.) BF3-Et2O; 2.) Jones reagent / 1.) THF, 2 deg C, 40 min; 2.) r.t., 4 h 3: benzene; pyridine / 1 h / Heating 4: 62 percent / NaOMe / methanol; nitromethane / 14 h / Ambient temperature 5: 1.) p-TsOHH2O; 2.) pyridine; 3.) d-10-camphorsulfonic acid / 1.) DMF, 45 deg C, 50 min; 2.) r.t., 8 h; 3.) DMF, r.t., 10 min 7: 59 percent / 80percent aq. NH2NH2H2O / 66 h / 100 °C / sealed tube View Scheme

Yield

Multi-step reaction with 7 steps
1: pyridine
2: 1.) BF3-Et2O; 2.) Jones reagent / 1.) THF, 2 deg C, 40 min; 2.) r.t., 4 h
3: benzene; pyridine / 1 h / Heating
4: 62 percent / NaOMe / methanol; nitromethane / 14 h / Ambient temperature
5: 1.) p-TsOH*H2O; 2.) pyridine; 3.) d-10-camphorsulfonic acid / 1.) DMF, 45 deg C, 50 min; 2.) r.t., 8 h; 3.) DMF, r.t., 10 min
7: 59 percent / 80percent aq. NH2NH2*H2O / 66 h / 100 °C / sealed tube
View Scheme

: 96181-93-0
C61H71N3O23

: 25546-65-0
ribostamycin

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 1.) BF3-Et2O; 2.) Jones reagent / 1.) THF, 2 deg C, 40 min; 2.) r.t., 4 h 2: benzene; pyridine / 1 h / Heating 3: 62 percent / NaOMe / methanol; nitromethane / 14 h / Ambient temperature 4: 1.) p-TsOHH2O; 2.) pyridine; 3.) d-10-camphorsulfonic acid / 1.) DMF, 45 deg C, 50 min; 2.) r.t., 8 h; 3.) DMF, r.t., 10 min 6: 59 percent / 80percent aq. NH2NH2H2O / 66 h / 100 °C / sealed tube View Scheme

Yield

Multi-step reaction with 6 steps
1: 1.) BF3-Et2O; 2.) Jones reagent / 1.) THF, 2 deg C, 40 min; 2.) r.t., 4 h
2: benzene; pyridine / 1 h / Heating
3: 62 percent / NaOMe / methanol; nitromethane / 14 h / Ambient temperature
4: 1.) p-TsOH*H2O; 2.) pyridine; 3.) d-10-camphorsulfonic acid / 1.) DMF, 45 deg C, 50 min; 2.) r.t., 8 h; 3.) DMF, r.t., 10 min
6: 59 percent / 80percent aq. NH2NH2*H2O / 66 h / 100 °C / sealed tube
View Scheme

: 96181-90-7
C43H57N3O23

: 25546-65-0
ribostamycin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 62 percent / NaOMe / methanol; nitromethane / 14 h / Ambient temperature 2: 1.) p-TsOHH2O; 2.) pyridine; 3.) d-10-camphorsulfonic acid / 1.) DMF, 45 deg C, 50 min; 2.) r.t., 8 h; 3.) DMF, r.t., 10 min 4: 59 percent / 80percent aq. NH2NH2H2O / 66 h / 100 °C / sealed tube View Scheme

: 25546-65-0
ribostamycin

: 1064665-41-3
γ-L-Glu-((S)-4-amino-2-hydroxybutyryl)-N-acetylcysteamine thioester

: 1064665-42-4
γ-L-Glu-butirosin B

Conditions

Conditions	Yield
With recombinant BtrH enzyme at 20℃; for 6h; pH=7.9; aq. buffer; Enzymatic reaction;	100%

: 25546-65-0
ribostamycin

: 76-83-5
trityl chloride

: 1,3,2',6'-tetra-N-trityl-5''-mono-O-trityl-ribostamycin

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 50℃; for 72h;	70%

XYLOSTATIN Chemical Properties

IUPAC Name: 5-Amino-2-(aminomethyl)-6-[4,6-diamino-2-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxyoxane-3,4-diol
The MF of Ribostamycin sulfate salt (CAS NO.25546-65-0) is C₁₇H₃₆N₄O₁₄S.

The MW of Ribostamycin sulfate salt (CAS NO.25546-65-0) is 552.55.
Synonyms of Ribostamycin sulfate salt (CAS NO.25546-65-0): Ribostamycin disulfate ; Ribostamycin sulfate salt ; Ribostamycin sulphate ; Antibioticsf733 ; Dekamyciniv ; D-Ribofuranosyl-(1-5))-2-deoxy- ; Hetangmycin
Flash Point: 502.7 °C
Boiling Point: 907.6 °C
Storage temp: 2-8 °C
EINECS: 247-091-5

XYLOSTATIN Toxicity Data With Reference

1.	ipr-rat LD50:4400 mg/kg	KSRNAM Kiso to Rinsho. Clinical Report. 4 (1970),2464.
2.	ivn-rat LD50:535 mg/kg	KSRNAM Kiso to Rinsho. Clinical Report. 4 (1970),2464.
3.	ims-rat LD50:1850 mg/kg	NKRZAZ Chemotherapy (Tokyo). 32 (1984),949.
4.	orl-mus LD50:7000 mg/kg	85GDA2 CRC Handbook of Antibiotic Compounds. 1 (1980),141.
5.	ipr-mus LD50:2830 mg/kg	KSRNAM Kiso to Rinsho. Clinical Report. 4 (1970),2464.
6.	scu-mus LD50:3350 mg/kg	KSRNAM Kiso to Rinsho. Clinical Report. 4 (1970),2464.
7.	ivn-mus LD50:300 mg/kg	KSRNAM Kiso to Rinsho. Clinical Report. 4 (1970),2464.
8.	ims-mus LD50:1600 mg/kg	85GDA2 CRC Handbook of Antibiotic Compounds. 1 (1980),141.

XYLOSTATIN Consensus Reports

EPA Genetic Toxicology Program.

XYLOSTATIN Safety Profile

Poison by intravenous route. Moderately toxic by intramuscular and intraperitoneal routes. Mildly toxic by ingestion. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NO_x.Safety information of Ribostamycin sulfate salt (CAS NO.25546-65-0):
Hazard Codes Toxic T
Risk Statements
61 May cause harm to the unborn child
20/21/22 Harmful by inhalation, in contact with skin and if swallowed
Safety Statements
53 Avoid exposure - obtain special instruction before use
22 Do not breathe dust
36/37/39 Wear suitable protective clothing, gloves and eye/face protection
45 In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
WGK Germany 3
RTECS WK2300000

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