Anidulafungin supplier | CasNO.166663-25-8

Name
Anidulafungin
EINECS 658-060-4
CAS No. 166663-25-8
Article Data2
CAS DataBase
Density 1.47 g/cm³
Solubility
Melting Point
Formula C₅₈H₇₃N₇O₁₇
Boiling Point 1477 °C at 760 mmHg
Molecular Weight 1140.25
Flash Point 847 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms LY 303366;Ecalta;Eraxis;Anidulafungin;
PSA 377.42000
LogP 0.65480

Synthetic route

: ECBN*HCl

: 1-({[4′′-(pentyloxy)-1,1′:4′,1′′-terphenyl-4-yl]carbonyl}oxy)-1H-1,2,3-benzotriazole

A: C82H95N7O19

B: C58H73N7O17

C: 166663-25-8
Anidulafungin

Conditions

Conditions	Yield
With potassium dihydrogenphosphate In water; acetone at 55℃; for 3h; Large scale;	A n/a B n/a C 71%

...Expand

: 158937-65-6
2,4,5-trichlorophenyl 4-(4'-pentyloxybiphenyl)benzoate

: echinocandin B

: 166663-25-8
Anidulafungin

Conditions

Conditions	Yield
In N,N-dimethyl-formamide Ambient temperature; Yield given;

: 619-44-3
methyl 4-iodobenzoate

: 166663-25-8
Anidulafungin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) sec-butyllithium, 2.) triisopropyl borate, 3.) K2CO3, tetrakis(triphenylphosphine)palladium(0) 2: 2 N aq. NaOH / dioxane / 17 h / Heating 3: dicyclohexylcarbodiimide / CH2Cl2 / Ambient temperature 4: dimethylformamide / Ambient temperature View Scheme

: 63619-51-2
4-bromo-4'-pentyloxybiphenyl

: 166663-25-8
Anidulafungin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) sec-butyllithium, 2.) triisopropyl borate, 3.) K2CO3, tetrakis(triphenylphosphine)palladium(0) 2: 2 N aq. NaOH / dioxane / 17 h / Heating 3: dicyclohexylcarbodiimide / CH2Cl2 / Ambient temperature 4: dimethylformamide / Ambient temperature View Scheme

: 158938-08-0
4′′-(pentyloxy)-1,1′:4′,1′′-terphenyl-4-carboxylic acid

: 166663-25-8
Anidulafungin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dicyclohexylcarbodiimide / CH2Cl2 / Ambient temperature 2: dimethylformamide / Ambient temperature View Scheme

: 158937-30-5
4′′-pentyloxy-[1,1':4',1′′-terphenyl]-4-carboxylic acid methyl ester

: 166663-25-8
Anidulafungin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 2 N aq. NaOH / dioxane / 17 h / Heating 2: dicyclohexylcarbodiimide / CH2Cl2 / Ambient temperature 3: dimethylformamide / Ambient temperature View Scheme

: 166663-25-8
Anidulafungin

: 179118-65-1
4''-pentyloxy-[1,1';4',1'']terphenyl-4-carboxylic acid {11,20,25-trihydroxy-3,15-bis-(1-hydroxy-ethyl)-6-[1-hydroxy-2-(4-hydroxy-phenyl)-ethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexaaza-tricyclo[22.3.0.09,13]heptacos-18-yl}-amide

Conditions

Conditions	Yield
With triethylsilane; trifluoroacetic acid In dichloromethane for 24h; Ambient temperature;	70%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 166663-25-8
Anidulafungin

: 185425-57-4
C63H85N7O17Si

Conditions

Conditions	Yield
With toluene-4-sulfonic acid for 3h; Ambient temperature;

: 80909-96-2
O-tosyl-3-tert-butoxycarbonylamino-1-propanol

: 166663-25-8
Anidulafungin

: C61H80N8O17

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide

: 166663-25-8
Anidulafungin

: nitro-anidulafugin

Conditions

Conditions	Yield
With acetic acid; sodium nitrite

: 166663-25-8
Anidulafungin

: amino-anidulafugin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic acid; sodium nitrite 2: acetic acid; zinc / 0.25 h View Scheme

: 128796-39-4
4-trifluoromethylphenylboronic acid

: 166663-25-8
Anidulafungin

: C65H75BF3N7O17

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃;

: 166663-25-8
Anidulafungin

: 98-80-6
phenylboronic acid

: C64H76BN7O17

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 1.5h;

: 122775-35-3
3,4-Dimethoxyphenylboronic acid

: 166663-25-8
Anidulafungin

: C66H80BN7O19

Conditions

Conditions	Yield
In tetrahydrofuran at 20 - 35℃; for 1h; Temperature;

Anidulafungin Specification

The Anidulafungin with CAS registry number 166663-25-8, belongs to the class of Antifungals. The IUPAC name is N-{(2R,6S,9S,11R,12R,14aS,15S,16S,20S,23S,25aS)-23-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-2,11,12,15-tetrahydroxy-6,20-bis[(1R)-1-hydroxyethyl]-16-methyl-5,8,14,19,22,25-hexaoxotetracosahydr o-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-yl}-4''-(pentyloxy)-1,1':4',1''-terphenyl-4-carboxamide. In addition, the molecular formula is C₅₈H₇₃N₇O₁₇ and the molecular weight is 1140.24. And it is a cyclic hexapeptide echinocandin. It is an antifungal drug originally manufactured and submitted for FDA. This drug is safe to use in patients with any degree of hepatic or renal impairment. What's more, this chemical inhibits glucan synthase, which is important in the formation of β-(1,3)-D-glucan.

Physical properties about Anidulafungin are: (1)ACD/LogP: 4.343; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): 4.34; (4)ACD/LogD (pH 7.4): 4.34; (5)ACD/BCF (pH 5.5): 1174.94; (6)ACD/BCF (pH 7.4): 1170.92; (7)ACD/KOC (pH 5.5): 5480.66; (8)ACD/KOC (pH 7.4): 5461.93; (9)#H bond acceptors: 24; (10)#H bond donors: 14; (11)#Freely Rotating Bonds: 23; (12)Index of Refraction: 1.688; (13)Molar Refractivity: 294.242 cm³; (14)Molar Volume: 771.385 cm³; (15)Polarizability: 116.647 10-24cm³; (16)Surface Tension: 88.3550033569336 dyne/cm; (17)Density: 1.478 g/cm³; (18)Flash Point: 847.048 °C; (19)Enthalpy of Vaporization: 237.592 kJ/mol; (20)Boiling Point: 1476.982 °C at 760 mmHg

You can still convert the following datas into molecular structure:
(1)SMILES: O=C4N7[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N5[C@H](C(=O)N[C@H](O)[C@H](O)C[C@H](NC(=O)c3ccc(c2ccc(c1ccc(OCCCCC)cc1)cc2)cc3)C(=O)N[C@H]4[C@H](O)C)[C@@H](O)[C@@H](C)C5)[C@H](O)C)[C@H](O)[C@@H](O)c6ccc(O)c c6)C[C@@H](O)C7
(2)InChI: InChI=1/C58H73N7O17/c1-5-6-7-24-82-40-22-18-35(19-23-40)33-10-8-32(9-11-33)34-12-14-37(15-13-34)51(74)59-41-26-43(70)54(77)63-56(79)47-48(71)29(2)27-65(47)58(81)45(31(4)67)61-55(78)46(50(73)49(72)36-16-20-38(68)21-17-36)62-53(76)42-25-39(69)28-64(42)57(80)44(30(3)66)60-52(41)75/h8-23,29-31,39,41-50,54,66-73,77H,5-7,24-28H2,1-4H3,(H,59,74)(H,60,75)(H,61,78)(H,62,76)(H,63,79)/t29-,30+,31+,39+,41-,42-,43+,44-,45-,46-,47-,48-,49-,50-,54+/m0/s1
(3)InChIKey: JHVAMHSQVVQIOT-MFAJLEFUBR

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD	oral	> 1gm/kg (1000mg/kg)		Drugs of the Future. Vol. 19, Pg. 338, 1994.

Product Name

Anidulafungin

Synthetic route

Anidulafungin Specification

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