CAS No.69-33-0,TUBERCIDIN Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	69-33-0
Name:	TUBERCIDIN
Article Data:	16

Formula:	C11H14 N4 O4
Molecular Weight:	266.257
Synonyms:	7H-Pyrrolo[2,3-d]pyrimidine,4-amino-7-b-D-ribofuranosyl- (7CI,8CI);Tubercidin (6CI); 4-Amino-7-(b-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine;6-Amino-9-D-ribofuranosyl-7-desazapurine; 7-Deazaadenosine; Adenosine,7-deaza-; Antibiotic XK 101-1; N7-Deazaadenosine; NSC 56408; Sparsamycin A;Sparsomycin A; Tubercidine; U 10071
EINECS:	200-703-4
Density:	1.9 g/cm³
Melting Point:	247-248 °C (decomp)(Solv: water (7732-18-5))
Boiling Point:	648.8 °C at 760 mmHg
Flash Point:	346.2 °C
Hazard Symbols:	T+
Risk Codes:	28
Safety:	Poison by ingestion, intraperitoneal and intravenous routes. Mutation data reported. When heated to decomposition it emits toxic fumes of NO_x.
PSA:	126.65000
LogP:	-0.79380

Synthetic route

: 29914-75-8
(2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diyl dibenzoate

: 69-33-0
tubercidin

Conditions

Conditions	Yield
With ammonia In methanol at 130℃; for 16h;	85%

: 16754-80-6
4-chloro-7-(β-D-ribofuranosyl)-7H-pyrrolo<2,3-d>pyrimidine

: 69-33-0
tubercidin

Conditions

Conditions	Yield
With ammonia In methanol at 50℃; for 24h;	82%
With ammonia In methanol at 120℃; for 15h;	81%
With ammonia In methanol at 120 - 130℃; steel bomb, overnight;	81%
With ammonia In methanol at 120℃; Sealed tube;	60.6%
With ammonia In methanol at 110℃; for 16h;

: 120401-34-5
4-(methylsulfonyl)-7-(β-D-ribofuranosyl)-7H-pyrrolo<2,3-d>pyrimidine

: 69-33-0
tubercidin

Conditions

Conditions	Yield
With ammonia In methanol at 50℃; for 12h;	75%

: 94773-30-5
4-Amino-2-(methylthio)-7-(β-D-ribofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin

: 69-33-0
tubercidin

Conditions

Conditions	Yield
nickel In N,N-dimethyl acetamide for 4h; Heating;	67%

: 21193-80-6
5-Bromotubercidin

: 69-33-0
tubercidin

Conditions

Conditions	Yield
With palladium on activated charcoal; ammonium formate In ethanol for 3h; Reflux;	65%

: 24386-93-4
5-iodotubercidin

: 69-33-0
tubercidin

Conditions

Conditions	Yield
With palladium on activated charcoal; ammonium formate In ethanol for 5h; Reflux;	45%
With palladium on activated charcoal; hydrogen; triethylamine In N,N-dimethyl-formamide for 18h;

: 85335-76-8
7-[3,5-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine

A: 69-33-0
tubercidin

B: 90813-69-7
2'-O-methylthiomethyltubercidin

C: 64526-34-7
4-amino-7-(β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine

Conditions

Conditions	Yield
With sodium tetrahydroborate; acetic anhydride 1.) DMSO, r.t., 27 h; 2.) EtOH, cooling to 0 deg C, 1 h;	A 12% B 7% C n/a

...Expand

: 102690-94-8
2,3-O-isopropylidene-5-O-(tert-butyldimethylsilyl)-α-D-ribofuranosyl chloride

: 69-33-0
tubercidin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 65 percent / KOH / tris<2-(2-methoxyethoxy)ethyl>amine / tetrahydrofuran 2: 68 percent / 10percent aq.CF3COOH 3: 81 percent / 80percent 3-chloroperbenzoic acid / methanol / 2 h / Ambient temperature 4: 75 percent / NH3 / methanol / 12 h / 50 °C View Scheme
Multi-step reaction with 3 steps 1: 65 percent / KOH / tris<2-(2-methoxyethoxy)ethyl>amine / acetonitrile; tetrahydrofuran / 20 h 2: 89 percent / 90percent aq.CF3COOH / 1 h / Ambient temperature 3: 82 percent / NH3 / methanol / 24 h / 50 °C View Scheme
Multi-step reaction with 3 steps 1: 1) sodium hydride (60percent in oil) / 1) acetonitrile, 0.5 h; 2) THF, RT, overnight 2: 99 percent / trifluoroacetic acid / H2O / 1 h / Ambient temperature 3: 81 percent / NH3 / methanol / 120 - 130 °C / steel bomb, overnight View Scheme
Multi-step reaction with 3 steps 1: 67 percent / sodium hydride / acetonitrile / 1 h / Ambient temperature 2: 98.5 percent / aq. trifluoroacetic acid / 1 h / Ambient temperature 3: 81 percent / ammonia / methanol / 15 h / 120 °C View Scheme

: 115479-39-5
4-chloro-7-<5-O-<(1,1-dimethylethyl)dimethylsilyl>-2,3-O-(1-methylethylidene)-β-D-ribofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine

: 69-33-0
tubercidin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 89 percent / 90percent aq.CF3COOH / 1 h / Ambient temperature 2: 82 percent / NH3 / methanol / 24 h / 50 °C View Scheme
Multi-step reaction with 2 steps 1: 99 percent / trifluoroacetic acid / H2O / 1 h / Ambient temperature 2: 81 percent / NH3 / methanol / 120 - 130 °C / steel bomb, overnight View Scheme
Multi-step reaction with 2 steps 1: 98.5 percent / aq. trifluoroacetic acid / 1 h / Ambient temperature 2: 81 percent / ammonia / methanol / 15 h / 120 °C View Scheme

: 75921-20-9
5-O-<(1,1-dimethylethyl)dimethylsilyl>-2,3-O-(1-methylethylidene)-β-D-ribofuranose

: 69-33-0
tubercidin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: CCl4, tris(dimethylamino)phosphane / tetrahydrofuran / 2 h / -78 °C 2: 65 percent / KOH / tris<2-(2-methoxyethoxy)ethyl>amine / tetrahydrofuran 3: 68 percent / 10percent aq.CF3COOH 4: 81 percent / 80percent 3-chloroperbenzoic acid / methanol / 2 h / Ambient temperature 5: 75 percent / NH3 / methanol / 12 h / 50 °C View Scheme
Multi-step reaction with 4 steps 1: CCl4, tris(dimethylamino)phosphane / tetrahydrofuran / 2 h / -78 °C 2: 65 percent / KOH / tris<2-(2-methoxyethoxy)ethyl>amine / acetonitrile; tetrahydrofuran / 20 h 3: 89 percent / 90percent aq.CF3COOH / 1 h / Ambient temperature 4: 82 percent / NH3 / methanol / 24 h / 50 °C View Scheme

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Chemistry

IUPAC Name: 2-(4-Aminopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol
The MF of Tubercidin (CAS NO.69-33-0) is C₁₁H₁₄N₄O₄.

The MW of Tubercidin (CAS NO.69-33-0) is 266.25.
Synonyms of Tubercidin (CAS NO.69-33-0): 4-Amino-7-b-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine ; 7H-Pyrrolo(2,3-d)pyrimidin-4-amine, 7-beta-D-ribofuranosyl-
Index of Refraction: 1.834
EINECS: 200-703-4
Density: 1.9 g/ml
Flash Point: 346.2 °C
Boiling Point: 648.8 °C
Merck: 13,9875

Uses

Tubercidin (CAS NO.69-33-0) is used as chemical reagent, fine chemicals, organic synthesis reagents, pharmaceutical intermediates.

Toxicity Data With Reference

1.	dlt-mus-ipr 500 µg/kg	MUREAV Mutation Research. 54 (1978),226.
2.	orl-rat LD50:16 mg/kg	CNREA8 Cancer Research. 29 (1969),116.
3.	ipr-rat LD50:1 mg/kg	CNREA8 Cancer Research. 29 (1969),116.
4.	orl-mus LD50:28,320 µg/kg	NCISP* National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program, Bethesda, MD 20205 JAN86 .
5.	ipr-mus LD50:6 mg/kg	UPJOH* Compounds Available for Fundamental Research, Volume II-6, Antibiotics, A Program of Upjohn Company Research Laboratory .(Kalamazoo, MI.: )1971,2(6).
6.	ivn-mus LD50:45 mg/kg	JAJAAA Journal of Antibiotics, Series A. 10 (1957),201.
7.	orl-dog LDLo:48 mg/kg	CNREA8 Cancer Research. 29 (1969),116.
8.	ivn-dog LDLo:48 mg/kg	CNREA8 Cancer Research. 29 (1969),116.

Safety Profile

Poison by ingestion, intraperitoneal and intravenous routes. Mutation data reported. When heated to decomposition it emits toxic fumes of NO_x.Safety information of Tubercidin (CAS NO.69-33-0):
Hazard Codes Very T+
Risk Statements
28 Very Toxic if swallowed
Safety Statements
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)
RIDADR UN 3462 6.1/PG 2
WGK Germany 3
RTECS UY8870000
F 10
HazardClass 6.1(a)
PackingGroup II