CAS No.61-32-5,methicillin Suppliers

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Basic Information

Molecular Structure:
CAS No.:	61-32-5
Name:	methicillin
Article Data:	3

Formula:	C₁₇H₂₀N₂O₆S
Molecular Weight:	380.422
Synonyms:	6-(2,6-Dimethoxybenzamido)penicillanic acid;Penicillin, (2,6-dimethoxyphenyl)-;[2S-(2a,5a,6b)]-6-[(2,6-Dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid;Methicillinum;Meticilline;(2,6-Dimethoxyphenyl)penicillin;
EINECS:	200-505-8
Density:	1.44 g/cm³
Boiling Point:	640 °C at 760 mmHg
Flash Point:	340.9 °C
Hazard Symbols:	Xn
Risk Codes:	22
PSA:	130.47000
LogP:	1.27790

Synthetic route

: 1025-55-4
6-aminopenicillanic acid trimethylsilyl ester

: 1466-76-8
2-6-dimethoxybenzoic acid

: 61-32-5
methicillin

Conditions

Conditions	Yield
(i) ClCO2Et, Et3N, CHCl3, dioxane, (ii) /BRN= 1082694/; Multistep reaction;

: 551-16-6
6-Aminopenicillanic Acid

: 61-32-5
methicillin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: CHCl3 2: (i) ClCO2Et, Et3N, CHCl3, dioxane, (ii) /BRN= 1082694/ View Scheme

: 100-37-8
2-(Diethylamino)ethanol

: 61-32-5
methicillin

: 1032651-43-6
6-(2,6-dimethoxybenzamido)penicillinic acid 2-diethylaminoethyl ester hydrochloride

Conditions

Conditions	Yield
Stage #1: 2-(Diethylamino)ethanol; methicillin With dmap; dicyclohexyl-carbodiimide In chloroform at 20℃; for 10h; Stage #2: With hydrogenchloride In diethyl ether; chloroform	77.5%

: 67-56-1
methanol

: 61-32-5
methicillin

: 22668-52-6
methicillin methyl ester

Conditions

Conditions	Yield
With pyridine; dicyclohexyl-carbodiimide In dichloromethane

: 61-32-5
methicillin

: 51579-21-6
2-(2,6-dimethoxybenzamido)acetic acid

Conditions

Conditions	Yield
With water

: 61-32-5
methicillin

: 76350-41-9
6β-(2,6-dimethoxy-benzoylamino)-1,1-dioxo-1λ6-penicillanic acid

Conditions

Conditions	Yield
With potassium permanganate; phosphoric acid

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- China (Mainland)(22)
- United States(2)
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Specification

The 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[(2,6-dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-, with the CAS registry number 61-32-5, is also known as 6-(2,6-Dimethoxybenzamido)penicillanic acid. Its EINECS number is 200-505-8. This chemical's molecular formula is C₁₇H₂₀N₂O₆S and molecular weight is 380.42. What's more, its IUPAC name is (2S,5R,6R)-6-[(2,6-dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid. Its classification codes are: Anti-Bacterial Agents, Anti-Infective Agents, Drug / Therapeutic Agent, Human Data, Mutation data. When you are using this chemical, please be cautious about it. It may cause damage to health. What's more, the product is harmful if swallowed.

Physical properties of 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[(2,6-dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)- are: (1)ACD/LogP: 1.27; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.78; (4)ACD/LogD (pH 7.4): -2.46; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 8; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 110.68 Å²; (13)Index of Refraction: 1.638; (14)Molar Refractivity: 94.44 cm³; (15)Molar Volume: 262.5 cm³; (16)Polarizability: 37.44×10^-24cm³; (17)Surface Tension: 67.3 dyne/cm; (18)Density: 1.44 g/cm³; (19)Flash Point: 340.9 °C; (20)Enthalpy of Vaporization: 99.32 kJ/mol; (21)Boiling Point: 640 °C at 760 mmHg; (22)Vapour Pressure: 2.94E-17 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)[C@@H]2N3C(=O)[C@@H](NC(=O)c1c(OC)cccc1OC)[C@H]3SC2(C)C
(2)Std. InChI: InChI=1S/C17H20N2O6S/c1-17(2)12(16(22)23)19-14(21)11(15(19)26-17)18-13(20)10-8(24-3)6-5-7-9(10)25-4/h5-7,11-12,15H,1-4H3,(H,18,20)(H,22,23)/t11-,12+,15-/m1/s1
(3)Std. InChIKey: RJQXTJLFIWVMTO-TYNCELHUSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
man	TDLo	oral	11gm/kg/32D-I (11000mg/kg)	KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS	New England Journal of Medicine. Vol. 279, Pg. 1245, 1968. Link to PubMed
man	TDLo	unreported	229mg/kg/8D-I (229mg/kg)	KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED KIDNEY, URETER, AND BLADDER: HEMATURIA	Antimicrobial Agents and Chemotherapy Vol. -, Pg. 765, 1961.
mouse	LD50	intracrebral	38340ug/kg (38.34mg/kg)		Journal of Antibiotics, Series B. Vol. 16, Pg. 40, 1963.
mouse	LD50	intravenous	3720mg/kg (3720mg/kg)		Antibiotiki. Vol. 10, Pg. 629, 1965. Link to PubMed